Research on new synthetic routes about C8H14O2

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 87661-20-9, name is tert-Butyl cyclopropanecarboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: tert-Butyl cyclopropanecarboxylate

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 87661-20-9, name is tert-Butyl cyclopropanecarboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: tert-Butyl cyclopropanecarboxylate

Example 21A tert-Butyl 1-(3-bromo-4-chlorobenzyl)cyclopropanecarboxylate [0434] THF and cooled to -30 C. 400 ml (1.0 mol) of n-butyllithium solution (2.5 M in hexane) were added dropwise. The resulting mixture was warmed to 0 C. and then cooled to -70 C. A solution of 94.8 g (0.667 mol) of tert-butyl cyclopropanecarboxylate in 750 ml THF was added to the reaction solution, with the temperature being kept below -60 C. After 4 h of stirring at -60 C., a solution of 208.6 g (0.733 mol) of 2-bromo-4-(bromomethyl)-1-chlorobenzene in 550 ml of THF was added, the temperature again being kept below -60 C. The reaction mixture was slowly warmed to RT overnight, and saturated aqueous ammonium chloride solution was then added carefully. After phase separation, the aqueous phase was extracted with ethyl acetate. The combined organic phases were dried over magnesium sulphate and concentrated under reduced pressure. The crude product was purified by chromatography on silica gel (mobile phase cyclohexane/ dichloromethane 4:1). This gave 95.5 g (41.4% of theory) of the title compound. [0436] GC-MS (Method 1): Rt=6.54 min; m/z=288/290 (M-C4H8)+. [0437] LC-MS (Method 3): Rt=1.65 min; m/z=288/290 (M-C4H8)+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Lampe, Thomas; Hahn, Michael; Stasch, Johannes-Peter; Schlemmer, Karl-Heinz; Wunder, Frank; El Sheikh, Sherif; Li, Volkhart Min-Jian; Becker-Pelster, Eva Maria; Stoll, Friederike; Knorr, Andreas; US2015/152050; (2015); A1;,
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Sources of common compounds: 4-Aminophenyl 4-aminobenzoate

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 20610-77-9, name is 4-Aminophenyl 4-aminobenzoate, A new synthetic method of this compound is introduced below., name: 4-Aminophenyl 4-aminobenzoate

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 20610-77-9, name is 4-Aminophenyl 4-aminobenzoate, A new synthetic method of this compound is introduced below., name: 4-Aminophenyl 4-aminobenzoate

4.56 g of 4-aminophenyl 4-aminobenzoate (20.0 mM) were suspended in 140 ml of water and 25 ml of hydrochloric acid 37 %. The suspension was cooled to 3 C and a solution of 2.83 g of sodium nitrite (41.0 mM) in 10 ml of water was added dropwise. When the addition was complete, the mixture was stirred for 1 h at 3C, then the excess of nitrite was destroyed by addition of ca. 0.5 g of amidosulfonic acid and the mixture was stirred for further 10 min. This diazo-solution was added to a solution of 5.73 g of 1-naphthylamine (40.0 mM) in 40 ml of ethanol at 5-10C. When addition was complete, the coupling mixture was stirred for 1 h at 3 C, then 37.0 g of potassium acetate were added and stirring was continued for 0.5 h. The pH of this mixture was then adjusted to pH = 7 by addition of ammonia solution 26 %. The mixture was poured onto 800 ml of ice-water and the dark precipitate was filtered off, washed with water and dried to give 17.60 g of dark crystals. These crystals were boiled for 1 h in 150 ml of methanol, the formed suspension was cooled to room temperature and the solid was filtered off, washed with methanol and dried to give 6.60 g (12.3 mM, 61 %) of 4-[(E)-(4-amino-1-naphthyl)diazenyl]phenyl 4-[(E)-(4-amino-1-naphthy)diazenyl]benzoate as dark crystals.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Rolic AG; EP1593713; (2005); A1;,
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Discovery of Methyl 2-benzylacrylate

Adding a certain compound to certain chemical reactions, such as: 3070-71-1, name is Methyl 2-benzylacrylate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 3070-71-1, Quality Control of Methyl 2-benzylacrylate

Adding a certain compound to certain chemical reactions, such as: 3070-71-1, name is Methyl 2-benzylacrylate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 3070-71-1, Quality Control of Methyl 2-benzylacrylate

(1) Compound (7) (239.7 mg, 0.93 mmol) obtained in Example 7 was dissolved in dehydrated toluene (5.0 mL), Compound (4) (R2=Bn, R=Me) (530 mg, 3.0 mmol) synthesized according to a method of Basavaiah et al. (Tetrahedron Lett. Vol. 42, 477-479 (2001)) was added to the solution, and the mixture was stirred for 12 hr at 60 C. under nitrogen atmosphere and further for 2 hr at 90 C. The reaction mixture was concentrated in vacuo, and the obtained residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=20:1) to obtain a crude body of Compound (8) (R1=Ph(CH2)2, R2=Bn, R=Me).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 2-benzylacrylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TEIJIN PHARMA LIMITED; US2005/182032; (2005); A1;,
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The origin of a common compound about Methyl 2-amino-3-(trifluoromethyl)benzoate

Some common heterocyclic compound, 64321-95-5, name is Methyl 2-amino-3-(trifluoromethyl)benzoate, molecular formula is C9H8F3NO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Quality Control of Methyl 2-amino-3-(trifluoromethyl)benzoate

Some common heterocyclic compound, 64321-95-5, name is Methyl 2-amino-3-(trifluoromethyl)benzoate, molecular formula is C9H8F3NO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Quality Control of Methyl 2-amino-3-(trifluoromethyl)benzoate

To a stirred solution of No.105 methyl 2-amino-3-(trifluoromethyl)benzoate (IV-34, 3.6 g, 16.4 mmol) in No.107 CH3CN (22 mL) was added No.108 HBr (48% (aq), 20.3 mL) dropwise at 0C. over 10 min. Then, No.71 NaNO2 (1.25 g, 18.1 mmol) in No.21 water (5 mL) was added dropwise over 1 h at 0C. with vigorous stirring. After addition, the solution was stirred for 5 min at 0C. followed by the addition of No.109 CuBr (2.71 g, 18.9 mmol) in portions over 30 min. The mixture was heated at 70C. for 1 h then cooled again to 0C. before being diluted with water (40 mL) and extraction with EtOAc (350 mL). The combined organic layers were washed with water (50 mL) and brine (50 mL), dried (Na2SO4), concentrated to dryness under reduced pressure, and chromatographed (ethyl acetate/hexanes, 1:9) to afford a clear No.96 oil (3.47 g, 75%). 1H NMR (500 MHz, CDCl3) delta 7.74 (dd, J=8.0, 1.7 Hz, 1H), 7.69 (dd, J=7.7, 1.7 Hz, 1H), 7.43 (t, J=7.8 Hz, 1H), 3.92 (s, 3H). 13C NMR (126 MHz, CDCl3) delta 166.77, 136.82, 133.04, 131.53 (q, J=31.0 Hz), 129.78 (q, J=5.6 Hz), 127.38, 122.77 (q, J=273.8 Hz), 118.56, 52.93. 19F NMR (376 MHz, CDCl3) delta -62.78 (s, 3F). HRMS [M+H]+ Calcd for C9H6BrF3O2 282.9576; found 282.9575.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 64321-95-5, its application will become more common.

Reference:
Patent; Northwestern University; Silverman, Richard B.; Le, Hoang V.; McLeod, Rima L.; Hawker, Dustin D.; (53 pag.)US2018/98952; (2018); A1;,
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Extended knowledge of C9H8BrClO2

Application of 76008-73-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 76008-73-6, name is Ethyl 5-bromo-2-chlorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Application of 76008-73-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 76008-73-6, name is Ethyl 5-bromo-2-chlorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

a) (+/-)-2-Chloro-5-[3-[[(1,1-dimethylethoxy)carbonyl]amino]-1-pyrrolidinyl]-benzoic acid, ethyl ester Prepared as described in Example 5a) using 5-bromo-2-chloro-benzoic acid, ethyl ester (0.50 g), 3-pyrrolidinyl-carbamic acid 1,1-dimethylethyl ester (0.42 g), cesium carbonate (0.86 g), palladium (II) acetate (21 mg) and (R)-BINAP (88 mg) and toluene (3 ml) to afford the subtitle compound as an oil (0.25 g). MS (APCI+ve) 311/313 (M-BOC)+

The synthetic route of Ethyl 5-bromo-2-chlorobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AstraZeneca AB; US6492355; (2002); B1;,
Ester – Wikipedia,
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The important role of 123-29-5

Adding a certain compound to certain chemical reactions, such as: 123-29-5, name is Ethyl nonanoate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 123-29-5, Recommanded Product: 123-29-5

Adding a certain compound to certain chemical reactions, such as: 123-29-5, name is Ethyl nonanoate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 123-29-5, Recommanded Product: 123-29-5

EXAMPLE 4 STR11 1-Methoxy-7-(4-pentenyloxy)heptane Sodium hydride (665 mg, 17 mmol, washed three times with hexane) was treated with the title product of Example 3 (2.0 g, 14 mmol) in 90 mL of tetrahydrofuran at reflux for one hour. A solution of 5-bromopentene (2.0 g, 14 mmol) in 50 mL of tetrahydrofuran was added dropwise and refluxing continued for 20 hours. After cooling to room temperature, 50 mL of water was added, the layers separated and the aqueous phase was extracted with two portions of ethyl acetate. The combined organic extracts were washed with brine, dried over magnesium sulfate, filtered and concentrated. Chromatography of the crude residue on silica gel using 50–50 ethyl acetate-heptane as eluant gave the title compound (485 mg) as a yellow oil and the structure verified by NMR.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; G. D. Searle & Co.; US5859052; (1999); A;; ; Patent; G. D. Searle & Co.; US5599947; (1997); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some tips on 20026-96-4

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 20026-96-4, name is Ethyl 3-(4-chlorophenyl)propiolate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: esters-buliding-blocks

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 20026-96-4, name is Ethyl 3-(4-chlorophenyl)propiolate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: esters-buliding-blocks

b) 1-Benzyl-4-(4-chloro-phenyl)-2,5-dihydro-1H-pyrrole-3-carboxylic acid (IIa) At r.t., a solution of N-(methoxymethyl)-N-(phenylmethyl)-N-(trimethylsilyl)methyl amine (116.8 g, 0.49 mol) in CH2Cl2 (260 ml) was added dropwise over 90 min to a stirred solution of (4-chloro-phenyl)-propynoic acid ethyl ester (72.0 g, 0.34 mol) and trifluoroacetic acid (2.5 ml, 0.03 mol) in CH2Cl2 (350 ml). The reaction mixture was stirred at 25 C. overnight and afterwards evaporated to dryness. The residue was dissolved in dioxane (0.8 l); an aqueous solution of NaOH (91.0 ml, 1.02 mol, 3 eq.) was added, and the resulting emulsion was stirred at r.t. for 48 h. The low boiling organic solvent was removed under vacuum, water (0.9 l) was added, and the aqueous layer was separated and washed with TBME (1 l). The aqueous layer was then acidified to a pH value of 2.5 by addition of 25% HCl. The resulting suspension was stirred overnight; the white precipitate was filtered off, washed with water and ethanol and dried under high vacuum to yield 62.0 g (60%) of IIa as a white solid. ES-MS m/e: 312.4 (M-H+).

The synthetic route of 20026-96-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoffmann-Emery, Fabienne; Puentener, Kurt; Ratni, Hasane; US2010/152462; (2010); A1;,
Ester – Wikipedia,
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Sources of common compounds: Methyl 2-bromo-5-fluorobenzoate

Related Products of 6942-39-8, A common heterocyclic compound, 6942-39-8, name is Methyl 2-bromo-5-fluorobenzoate, molecular formula is C8H6BrFO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Related Products of 6942-39-8, A common heterocyclic compound, 6942-39-8, name is Methyl 2-bromo-5-fluorobenzoate, molecular formula is C8H6BrFO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of methyl 2-bromo-5-fluorobenzoate (18.26 moles) in DMF (total vol. 9.2 L) was charged copper(I) cyanide (1.603 kg) in DMF (5 L) slurry and followed with a DMF flush (4 L). After being degassed, the reaction mixture was heated at 100 C. for 10-16 hours. The reaction mixture was monitored by HPLC (conversion was >98%). After being cooled to 50 C.-60 C., ethyl acetate (20 L) was added, and then 10% NH4OH-20% NH4Cl (22 L). The mixture was then transferred to a 100 L nalgene extractor. The 72 L round bottom flask was washed with 15 L of EtOAc and 15 L of water and transferred to the 100 L extractor. After phase cut, the aqueous layer was back-extracted with EtOAc (17 L) one time. The combined organic layers were washed with 10% NH4OH/20% NH4Cl:water (1:1, 3*10 L), 16% brine (8 L), concentrated, and solvent switched to MeOH (total vol. 22 L, KF=152.6 mug/mL). The resulting solution was used for next step. HPLC conditions: column: Zorbax, Rx C8 250*4.6 mm; temperature: 30 C.; detection at 210 nm; mobile phase: 0.1% aq H3PO4 (A)/MeCN (B); gradient: 90:10 (A)/(B) to 10:90 over 15 min, 10:90 hold for 5 min, 10:90 to 90:10 (A)/(B) over 10 seconds; flow rate: 1 mL/min; retention time for the desired monoester: 11.7 min. Evaporation of a sample to dryness gave a light yellow solid: 1H NMR (CDCl3) delta: 7.86-7.80 (m, 2H), 7.37 (td, J=8.5, 2.6 H, 1H), 4.02 (s, 3H); 13C NMR (100 MHz, CDCl3) delta: 164.3 (d, J=260 Hz), 163.3, 137.1 (d, J=10.0 Hz), 135.2 (d, J=10.0 HZ), 120.2 (d, J=30.0 Hz), 118.8 (d, J=20.0 Hz), 116.6, 109.0, 53.1.

The synthetic route of 6942-39-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lee, Jaemoon; Zhong, Yong-Li; US2004/220273; (2004); A1;,
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Discovery of Methyl 4-ethoxybenzoate

Adding a certain compound to certain chemical reactions, such as: 23676-08-6, name is Methyl 4-ethoxybenzoate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 23676-08-6, COA of Formula: C10H12O3

Adding a certain compound to certain chemical reactions, such as: 23676-08-6, name is Methyl 4-ethoxybenzoate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 23676-08-6, COA of Formula: C10H12O3

General procedure: Hydrazine hydrate 64% (v/v) (30.0 mL, 0.33 mol) was heated up to 50-60 C. The methyl ester 3 (0.01 mol) was added and the mixture was heated at reflux for 10 min. The cooling was performed sequentially in water bath, followed by ice bath and dry ice-ethanol bath. The precipitate was filtered and washed with cold water.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 4-ethoxybenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ishii, Marina; Jorge, Salomao Doria; De Oliveira, Alex Alfredo; Palace-Berl, Fanny; Sonehara, Ieda Yuriko; Pasqualoto, Kerly Fernanda Mesquita; Tavares, Leoberto Costa; Bioorganic and Medicinal Chemistry; vol. 19; 21; (2011); p. 6292 – 6301;,
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Extended knowledge of 7148-50-7

Adding a certain compound to certain chemical reactions, such as: 7148-50-7, name is 5-Methyl-5-propyl-1,3-dioxan-2-one, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 7148-50-7, Computed Properties of C8H14O3

Adding a certain compound to certain chemical reactions, such as: 7148-50-7, name is 5-Methyl-5-propyl-1,3-dioxan-2-one, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 7148-50-7, Computed Properties of C8H14O3

Step 4; 2-(Hydroxymethyl)-2-methylpentyl isopropylcarbamate: At ambient temperature, several batches of propan-2-amine hydrochloric acid salt (171 mg, 1.80 mmol, 1.50 equiv.) was added to a solution of 5-methyl-5-propyl-1,3-dioxan-2-one (200 mg, 1.20 mmol, 1.00 equiv) in triethylamine (20 mL). The mixture was maintained at about 90 C. for about 2 hours. The mixture was then concentrated in vacuo and the resulting residue was diluted with water (50 mL). Following standard extractive workup with ethyl acetate, the crude residue was purified by silica gel column chromotagraphy (methanol/dichloromethane (1:50)) to afford the title product as a brown oil (220 mg, 1.01 mmol). 1H NMR (300 MHz, CDCl3) delta: 4.58 (s, 1H), 3.94 (s, 2H), 3.82 (m, 1H), 3.28 (dd, J=12.0, 11.7 Hz, 2H), 2.36 (br, 1H), 1.32 (m, 4H), 1.19 (d, J=6.3 Hz, 6H), 0.98 (t, J=6.3, 7.2 Hz, 3H), 0.87 (s, 3H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Methyl-5-propyl-1,3-dioxan-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AUSPEX PHARMACEUTICALS, INC.; US2010/76074; (2010); A1;,
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