Author: Jessica.F

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 10076-48-9, name is Methyl 2,2-dimethoxypropanoate, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H12O4

Then while still at 127 C., powdered potassium hydroxide (0.35 g, 0.006 mol) was added in one portion. There was an immediate exotherm to 135 C. In less than 40 minutes, conversion of methyl 2,2-dimethoxypropionate to methyl 2-methoxyacrylate was greater than 99%.

According to the analysis of related databases, 10076-48-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chevron Research Company; US4304928; (1981); A;,
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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. 583-02-8, name is Ethyl 4-(trifluoromethyl)benzoate, A new synthetic method of this compound is introduced below., Quality Control of Ethyl 4-(trifluoromethyl)benzoate

General procedure: A mixture of substituted ethyl benzoate 2 (10 mmol) and hydrazinehydrate (20 mmol) in ethanol was stirred at room temperaturefor 3 h and then filtered. The crude product recrystallizedfrom absolute alcohol to give 3a-l, which were used directly forthe next step. Under this same condition, the intermediate compounds 8a-d were also prepared.

The synthetic route of 583-02-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; He, Haifeng; Wang, Wei; Zhou, Yuan; Xia, Qin; Ren, Yanliang; Feng, Jiangtao; Peng, Hao; He, Hongwu; Feng, Lingling; Bioorganic and Medicinal Chemistry; vol. 24; 8; (2016); p. 1879 – 1888;,
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Synthetic Route of 87661-20-9, These common heterocyclic compound, 87661-20-9, name is tert-Butyl cyclopropanecarboxylate, 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.

Step 1-A solution of n-butyl lithium in hexane (1.4M, 16.9 mL, 0.09 mol) was added drop wise to a solution of freshly distilled diisopropylamine (3.1 mL, 0.02 mol) in dry THF (20 mL) at -60 C. under a nitrogen atmosphere. The reaction mixture was slowly warmed to -20 C. and stirred for 30 min. The reaction mixture was re-cooled to -60 C. and cyclopropanecarboxylic acid tert-butyl ester (3.1 g, 0.02 mol) was added drop wise over a period of 10 min. The reaction mixture was slowly warmed to -20 C. and stirred for 30 min. To the re-cooled (-60 C.) above reaction mixture was added drop wise 1,8-dibromoctane (2.0 g, 7.0 mmol) in dry THF (5 mL) and DMPU (0.46 mL, 3.2 mmol). Then, the temperature was allowed to reach room temperature and stirred at the same temperature over a period of 16 hours. The resulting reaction mixture was quenched with saturated NH4Cl (50 mL) at 0 C. and the reaction mixture extracted with ether (50 mL×3). The organic phases were combined, dried over anhydrous Na2SO4 and volatiles evaporated under reduced pressure to yield a pale, yellow liquid which was filtered through a silica gel (230-400) column (1.5% ethyl acetate in pet ether) to yield 1.96 g of a crude (70%) colorless oil. The compound was taken to the next step without further purification or characterization.

The synthetic route of 87661-20-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KAREUS THERAPEUTICS, SA; US2012/71528; (2012); A1;,
Ester – Wikipedia,
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Electric Literature of 14062-29-4, 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. 14062-29-4, name is Ethyl 2-(3-chlorophenyl)acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of freshly prepared lithium diisopropylamide (23 mL of 0.31 M stock solution, 7.13 mmol) cooled to -78 C. was treated with (3-chloro-phenyl)-acetic acid ethyl ester (1.28 g, 6.48 mmol) in tetrahydrofuran/hexamethylphosphoramide (16.1 mL, 3:1). The resulting solution was stirred at -78 C. for 45 min. At this time, the reaction was treated with a solution of iodomethylcyclopentane (1.50 g, 7.13 mmol) in hexamethylphosphoramide (1 mL). The reaction mixture was stirred at -78 C. for 4 h. The reaction was warmed to 25 C. and stirred at 25 C. for 16 h. The reaction mixture was then quenched by the dropwise addition of a saturated aqueous ammonium chloride solution (20 mL). This mixture was poured into water (100 mL) and extracted with ethyl acetate (3*50 mL). The combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 75/25 hexanes/ethyl acetate) afforded 2-(3-chloro-phenyl)-3-cyclopentyl-propionic acid ethyl ester (1.70 g, 93%) as a yellow oil: EI-HRMS m/e calcd for C16H21ClO2 (M+) 280.1230, found 280.1238.

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, Ethyl 2-(3-chlorophenyl)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hoffman-La Roche Inc.; US6610846; (2003); B1;,
Ester – Wikipedia,
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Reference of 18014-00-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 18014-00-1 name is Dimethyl 2,5-dibromoterephthalate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example 1 Production of dimethyl 2,5-bis(5-hexyl-2-thienyl)terephthalate (Compound 3) A mixed liquid of methyl p-dibromoterephthalate (Compound 1)(9.86 g, 28 mmol) synthesized according to the method of a literature (Macromolecules, 1999, 32, 2455), sodium 2-hexylthiophene-5-borate (Compound 2)(15.5 g, 61.6 mmol) synthesized according to the method of a literature (Org. Lett. 2006, 8, 4071), PdCl2 (dppf).CH2Cl2 (1.83 g, 2.24 mmol), and toluene (1 L) was refluxed under a nitrogen atmosphere for 9 hours. After the reaction mixed liquid was allowed to cool to room temperature, water was added to the reaction mixed liquid and the reaction mixed liquid was subjected to extraction with chloroform. The obtained organic layer was dried with sodium sulfate, and filtered, and thereafter, the solvent was distilled out under reduced pressure. The obtained mixture was separated and refined by a silica gel column chromatography to obtain dimethyl 2,5-bis(5-hexyl-2-thienyl)terephthalate (Compound 3)(10.8 g, 20.5 mmol) in a yield of 73%. The physical properties of dimethyl 2,5-bis(5-hexyl-2-thienyl)terephthalate (Compound 3) were as follows. 1H-NMR (CDCl3, delta ppm): 7.61 (s, 2H), 7.06 (d, 2H), 6.86 (d, 2H), 3.76 (s, 6H), 2.82 (t, 4H), 1.63-1.80 (m, 4H), 1.28-1.45 (m, 12H), 0.90 (t, 6H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Dimethyl 2,5-dibromoterephthalate, and friends who are interested can also refer to it.

Reference:
Patent; Sumitomo Chemical Company Limited; US2011/87034; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 1268830-91-6, The chemical industry reduces the impact on the environment during synthesis 1268830-91-6, name is Methyl 3-amino-6-fluoro-2-methoxybenzoate, I believe this compound will play a more active role in future production and life.

A 250 mL round bottom flask was charged with a solution of methyl 3- amino-6-fluoro-2-methoxybenzoate (3.656 g, 18.36 mmol) in methylene chloride (100 mL). To this reaction mixture was added a solution of 4-dimethylaminopyridine (113 mg, 0.925 mmol), pyridine (7.45 mL, 92.1 mmol) and propane- 1-sulfonyl chloride (8.25 mL, 73.6 mmol) in methylene chloride (10 mL) over a course of five minutes. The reaction mixture was stirred at room temperature for 14 hours. After removing the organic solvent under reduced pressure, 100 mL saturated aqueous sodium bicarbonate was added followed by stirring for 10 minutes. The aqueous mixture was extracted with 200 mL ethyl acetate (2x). The combined organic layers were washed with brine, dried over magnesium sulfate, filtered and concentrated. The crude product was purified using flash chromatography, eluting with 0-30% ethyl acetate/heptanes to give methyl 6-fluoro-2-methoxy-3-(propylsulfonamido)benzoate as an oil (4.914 g, 85%). 1H NMR (400 MHz, DMSOd6) delta = 9.27 (s, IH), 7.48 (dd, J=9.1, 6.1, IH), 7.09 (t, J=9.0, IH), 3.89 (s, 3H), 3.85 – 3.74 (m, 3H), 3.29 (s, 15H).

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 3-amino-6-fluoro-2-methoxybenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; ALIAGAS, Ignacio; GRADL, Stefan; GUNZNER, Janet; MATHIEU, Simon; RUDOLPH, Joachim; WEN, Zhaoyang; WENGLOWSKY, Steven Mark; WO2011/25947; (2011); A1;,
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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. 19063-56-0, name is 7-Bromo-2H-chromen-2-one belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C9H5BrO2

2-Butyl-6-ethynyl-1H-benz [de]isoquinoline-1,3(2H)-dione 14(0.2 g, 0.722 mmol) and 7-Bromocoumarin (0.16 g, 0.722 mmol) weredissolved in THF-triethylamine (1:1, v/v, 120 mL) and the mixture wasdeaerated for 10 min by bubbling nitrogen gas. Then, Pd(PPh3)2Cl2(10.35 mg, 2 mol%), PPh3 (7.5 mg, 4 mol%) and CuI (2.75 mg, 2mol%)were added. The solution was deaerated for further 5 min; after that,the reaction was left for 8 h under nitrogen atmosphere at 60 C. Aftercompletion of the reaction, the reaction mixture was cooled to roomtemperature and the solvent was evaporated. The crude product wasdissolved in dichloromethane and purified by silica gel column chromatographywith chloroform as eluant. NC 5 was obtained in 60.2%yield (0.18 g), m. p. 252 C. IR (KBr): numax/cm-1 2200 (nuC?C) 1740(nuCO), 1693 (nuCO). 1H NMR (400 MHz, CDCl3) delta8.712 (d, 1H,J=8.40 Hz, aromatic),8.675 (d, 1H, J=7.2 Hz, aromatic),8.59 (d, 1H,J=7.6 Hz, aromatic),8.01 (d, 1H, J=7.60 Hz, aromatic), 7.882 (t, 1H,J=8 Hz, aromatic), 7.74 (d, 1H, J=9.2 Hz, aromatic), 7.62 (s, 1H),7.56-7.55 (m, 2H, aromatic), 6.49 (d, 1H, J=9.6 Hz, aromatic), 4.19(t, 2H, J=7.6 Hz, CH2), 1.77-1.69 (m, 2H, CH2), 1.49-1.41 (m, 2H,CH2), 0.99 (t, 3H, J=7.6 Hz, CH3). 13C (150 MHz, CDCl3) delta163.86,163.61, 160.08, 153.84, 142.59, 132.0, 131.72, 131.55, 131.26,130.23, 128.06, 128.01, 127.81, 127.74, 126.38, 125.70, 123.10,122.82, 119.87, 119.53, 117.60, 96.96, 89.34, 40.38, 30.19, 20.38,13.85. HRMS (m/z): [M+H] calculated for C27H20NO4:422.1392;Found: 422.1399.

The synthetic route of 19063-56-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Reddy, T. Sheshashena; Hwang, Jiyoung; Choi, Myung?Seok; Dyes and Pigments; vol. 158; (2018); p. 412 – 419;,
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Application of 24393-53-1,Some common heterocyclic compound, 24393-53-1, name is (E)-Ethyl 3-(4-bromophenyl)acrylate, molecular formula is C11H11BrO2, 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.

308 mg (0.26 mmol, 5 mol%) of tetrakis(triphenylphosphine)palladium are added to a solution of 2 g (5.34 mmol, 1.0 eq) of 3-heptyl-1-methyl-1-[3-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]urea and 1.6 g (6.4 mmol, 1.2 eq) of ethyl 4-bromocinnamate in 20 mL of an 8/2 mixture of dimethylformamide and of 2M potassium phosphate solution. The reaction mixture is stirred for 3 hours at 90C. The reaction is stopped by addition of 50 mL of water and then extracted with ethyl acetate. The organic phases are combined and dried over sodium sulfate. The solvents are evaporated off and the residue is then chromatographed on silica gel (70/30 heptane/ethyl acetate). 1.69 g of ethyl 3-[3′-(3-heptyl-1-methylureido)biphenyl-4-yl]acrylate in oil form are obtained. Yield = 75 %

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (E)-Ethyl 3-(4-bromophenyl)acrylate, its application will become more common.

Reference:
Patent; GALDERMA RESEARCH & DEVELOPMENT, S.N.C.; WO2006/18326; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 2459-25-8, name is Methyl 2-naphthoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C12H10O2

General procedure: To a solution of methyl 4-methylbenzoate (6.0 g, 40mmol, 1.0 equiv) in toluene (200 mL) was added TMSCF3 (11.3 g, 80 mmol, 2.0 equiv) at room temperatureunder Ar. The reaction mixture was cooled to -78 oC, TBAF (4 mL, 1.0 M in THF, 0.1 equiv) was then added.After stirring for 0.5 h at -78 oC, the reaction mixture was allowed to warm to room temperature and stirred forfurther 12 h. Hydrochloric acid (30 mL, 2.0 M, 1.5 equiv) was then added and the resulting mixture stirred forfurther 2 h. The resulting suspension was quenched with saturated aqueous NaHCO3 and extracted with ethylacetate. The combined organic layers were dried over Na2SO4, filtered, and concentrated. The residue waspurified by flash column chromatography to give ketone 10a.

The synthetic route of 2459-25-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gao, Xing; Cheng, Ran; Xiao, Yu-Lan; Wan, Xiao-Long; Zhang, Xingang; Chem; vol. 5; 11; (2019); p. 2987 – 2999;,
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Application of 76308-26-4, A common heterocyclic compound, 76308-26-4, name is Ethyl 2-(trans-4-aminocyclohexyl)acetate hydrochloride, molecular formula is C10H20ClNO2, 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 cyclohexyl-[5-fluoro-2-((_R)-methoxy-phenyl-methyl)-benzoimidazol-l- yl] -acetic acid (350 mg, 0.88 mmol, 1.0 equiv) in DMF (5 mL) was added triethylamine (179 mg, 240 muL, 1.77 mmol, 2.0 equiv) and HATU (403 mg, 1.06 mmol, 1.2 equiv) and the mixture stirred at 40 0C. After 15 min, trans- (4-amino-cyclohexyl) -acetic acid ethyl ester hydrochloride (235 mg, 1.06 mmol, 1.2 equiv; [CAS RN 76308-26-4]) was added and stirring continued at 50 0C for 2 h. The solution was concentrated by evaporation under reduced pressure, the pH adjusted to 9 by addition of a solution of 1 M NaHCtheta3 and the aqueous layer extracted with dichloromethane. The combined organic phases were dried over MgStheta4 and concentrated by evaporation under reduced pressure. The crude material was used in the consecutive step without further purification. MS (ISP): 564.7 [M+H]+.

The synthetic route of 76308-26-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BENSON, Gregory Martin; BLEICHER, Konrad; FENG, Song; GRETHER, Uwe; KUHN, Bernd; MARTIN, Rainer E.; PLANCHER, Jean-Marc; RICHTER, Hans; TAYLOR, Sven; WO2010/43513; (2010); A1;,
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