Category: esters-buliding-blocks

10601-80-6, name is Ethyl 3,3-diethoxypropionate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C9H18O4

4-Chloro-2-nitrobenzaldehyde (3.71 g, 0.02 mol) was dissolved in ethanol (40 ml).Further adding stannous chloride (18.04g, 0.08mol) and ethyl 3,3-diethoxypropionate (9.5g, 0.05mol), and reacting at 90 C for 4 hours, the reaction of the raw materials of the plate is completed; After the solvent was added, ethyl acetate was dissolved, and neutralized to a weak basic with saturated sodium carbonate; filtered, the organic layer was separated, and the aqueous layer was extracted with ethyl acetate, and then the organic layer was combined, and then evaporated to dryness. Ethyl acetate = 10:1, then petroleum ether: ethyl acetate = 5:1) After washing, ethyl 7-chloro-3-quinolinecarboxylate (3.478 g, 74%).

The synthetic route of 10601-80-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Suzhou Kangrun Pharmaceutical Co., Ltd.; Jin Haowen; Xu Weiliang; Xu Weizheng; (8 pag.)CN108484497; (2018); A;,
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These common heterocyclic compound, 32122-09-1, name is Ethyl 2-(benzyloxy)acetate, 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. Application In Synthesis of Ethyl 2-(benzyloxy)acetate

Preparation of intermediate G-1. TiCI4, Bu3N,1 -methylimidazoleA-1 G-1To a stirred solution of A-1 (60 g, 309 mmol, 1 eq) and 1 -methylimidazole (30.4 g, 370 mmol, 1 .2 eq) in CH2CI2 (1 L) was added acetyl chloride (24.3 g, 309 mmol, 1 eq) at -45 C under N2. After stirring for 20 min, TiCI4 (210 g, 1 .08 mol, 3.5 eq) and tributylamine (230 g, 1 .24 mol, 4 eq) were added to the mixture at -45C under N2, and continues to stir for 50 minutes at -45C under N2. After completion, water and ethyl acetate were added. The organic layer was separated and the aqueous layer was extracted with ethyl acetate twice. The organic layer was washed with brine and dried over sodium sulfate. The solids were removed by filtration and the solvents of the filtrate were removed under reduced pressure. The crude was purified via silica column chromatography using a heptane to ethyl acetate gradient to afford a pale yellow oil, G-1. 1H NMR (400 MHz, CHLOROFORM-cf) delta ppm 1 .30 (t, J=7.2 Hz, 3 H), 2.28 (s, 3 H), 4.27 (q, J=7.2 Hz, 2 H), 4.41 (s, 1 H), 4.58 (d, J=1 1 .8 Hz, 1 H), 4.75 (d, J=1 1 .8 Hz, 1 H), 7.32 – 7.43 (m, 5 H)

The synthetic route of Ethyl 2-(benzyloxy)acetate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN R&D IRELAND; MC GOWAN, David; RABOISSON, Pierre Jean-Marie Bernard; EMBRECHTS, Werner; JONCKERS, Tim, Hugo, Maria; LAST, Stefaan, Julien; PIETERS, Serge, Maria, Aloysius; VLACH, Jaromir; WO2012/136834; (2012); A1;,
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Reference of 18595-18-1, The chemical industry reduces the impact on the environment during synthesis 18595-18-1, name is Methyl 3-amino-4-methylbenzoate, I believe this compound will play a more active role in future production and life.

Step 1: Preparation of methyl 1H-indazole-6-carboxylate (A-2) [0301] Methyl 3-amino-4-methylbenzoate (A-1) (5.0 g, 30.2 mmol) was dissolved in AcOH (140 mL). Sodium nitrite (2.1 g, 30.2 mmol) in water (3.5 mL) was added drop-wise to the solution while stirring at 0 C. The ice bath was removed and the mixture was stirred overnight. Solvents were evaporated, and the mixture was diluted with water (80 mL) and extracted with EtOAc (3×30 mL). The combined organics were washed with water and brine (2×200 mL), dried and evaporated to afford 2 (4.4 g), yield 83%. LCMS (ESI): calc’d for C9H8N2O2, [M+H]+: 177. found: 177.

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-4-methylbenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Barr, Kenneth J.; Maclean, John K.; Zhang, Hongjun; Beresis, Richard T.; Zhang, Dongshan; Andresen, Brian M.; Anthony, Neville J.; Lapointe, Blair T.; Sciammetta, Nunzio; US2015/191434; (2015); A1;,
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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. 103-09-3, name is 2-Ethylhexyl acetate, A new synthetic method of this compound is introduced below., Safety of 2-Ethylhexyl acetate

In the mechanical stirrer, reflux condenser and a thermometer of the 1000 ml flask of three sequentially added in the methyl acetate 296 g, isooctanol 260 g toluene sulfonic acid and 13.0 g, stir, for 65 C reaction 4 hours. By reducing pressure low boiling, then adding to the methoxy benzaldehyde 180 g, dropping 30% of 36 g liquid sodium methoxide. The reaction temperature is raised to 90 C, reaction 4 hours later. Gradually adding glacial acetic acid 7.9 g out-in and. By reducing pressure low boiling, filtering to remove the mother liquor solids, then the gas phase chromatography analysis, calculated in the mother liquor to the methoxy cinnamic acid ester product 376 g, yield 98.2%.

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; Shandong Daguan Biochemical Technology Co., Ltd.; Qingdao University of Science and Technology; Zhang Yongfu; Liu Baowei; Xu Zhihua; Jiang Yunbing; Yang Fengke; (6 pag.)CN107522616; (2017); A;,
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These common heterocyclic compound, 35179-98-7, name is Chloromethyl ethyl carbonate, 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. COA of Formula: C4H7ClO3

Example 404-((R)-3-(Bis-ethoxycarbonyloxymethoxy-phosphoryl)-2-{[4-((S)-3-methoxy-pyrrolidin-1-yl)-6-phenyl-pyridine-2-carbonyl]-amino}-propionyl)-piperazine-1-carboxylic acid butyl esterA solution of intermediate 22.2 (100 mg) in abs. DMPU (0.3 mL) and NEt3 (68 muL) was stirred for 10 min at RT. Then, chloromethyl ethyl carbonate (650 mg, prepared as described in WO2004092189) and NaI (29 mg) were added at RT, and the reaction mixture was stirred overnight at 50 C. The reaction mixture was diluted with H2O and the aq. phase extracted with toluene. The combined organic layers were dried over Na2SO4 and concentrated to dryness. CC (EA) gave 19 mg of the desired product.LC-MS: tR=0.97 min; [M+H]+: 822.32.

The synthetic route of Chloromethyl ethyl carbonate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Caroff, Eva; Hilpert, Kurt; Hubler, Francis; Meyer, Emmanuel; Renneberg, Dorte; US2011/46089; (2011); A1;,
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In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 99548-54-6 as follows. 99548-54-6

A solution of methyl 3-bromo-2-methylbenzoate (from for example AstaTech, 24.35 g, 106 mmol) in benzene (300 mL) was treated with N-bromosuccinimide (22.7 g, 128 mmol) followed by benzoyl peroxide, 95% (1.3 g, 5.35 mmol). The reaction mixture was flushed with nitrogen and kept under nitrogen. The reaction mixture was heated at 80C for 2 days. The reaction mixture was concentrated under reduced pressure and treated with hexanes (200 mL). The resulting solids were filtered off, washed with hexanes then with 25% EtOAc / hexanes. The filtrate was concentrated under reduced pressure and the residue was absorbed directly onto silica gel. The product was purified by chromatography (ISCOCombiflash, 330 g, 200 ml/min, 0-8.7% EtOAc / Hexanes over 30 minutes) to yield the title compound (32.4 g, 105 mmol, 99% yield) as an orange liquid. LC/MS: RT= 1.13 min, m/z = 226.8/228.9.

According to the analysis of related databases, 99548-54-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; HARLING, John David; NEIPP, Christopher E.; PENDRAK, Israil; SMITH, Ian Edward David; TERRELL, Lamont Roscoe; YOUNGMAN, Mark; (120 pag.)WO2017/46036; (2017); A1;,
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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. 426-65-3, name is Ethyl Pentafluoropropionate, A new synthetic method of this compound is introduced below., name: Ethyl Pentafluoropropionate

Ethyl pentafluoropropylenate (14.6 g) and hydrazine monohydrate (3.6 g) were refluxed in tetrahydrofuran (300 ml) for 1 hour. After cooling to room temperature, trifluoroacetamidine (10.0 g) was added dropwise to the mixture and it was refluxed for 3 hours. After finishing the reaction, satu- rated aqueous solution of sodium hydrogen carbonate was added thereto and the mixture was extract- ed with ethyl acetate. After drying the organic layer with anhydrous magnesium sulfate, the solvent was distilled off to obtain crude 3-pentafluoroethyl-5-trifluoromethyl-lH- (1, 2, 4)-triazole (7.9 g).

The synthetic route of 426-65-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER CROPSCIENCE AG; WO2005/95351; (2005); A1;,
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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. 36692-49-6, name is Methyl 3,4-diaminobenzoate, A new synthetic method of this compound is introduced below., Formula: C8H10N2O2

General procedure: Substituted 1,2-phenylenediamines (1 mmol) and substituted phenacyl bromides (1 mmol) were dissolved in acetonitrile (5 ml). To this solution, K10-Mont. clay (50 mg) was added and heated at 50 C for 3 h. After completion, the reaction mixture was filtered to remove the catalyst and washed with ethyl acetate (10 mL). The filtrate was concentrated and the residue was purified by column chromatography using hexane:ethyl acetate (15 % ethyl acetate in hexane) as an eluent to afford quinoxaline derivatives in high yields. The recovered catalyst was thoroughly washed with ethyl acetate, air dried, activated at 80 C for 3 h and reused for successive runs. The purified products are characterized by their 1H, 13C NMR as well as by mass spectral data

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:
Article; Jeganathan, Mariappan; Dhakshinamoorthy, Amarajothi; Pitchumani, Kasi; Tetrahedron Letters; vol. 55; 9; (2014); p. 1616 – 1620;,
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Electric Literature of 61367-07-5, 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. 61367-07-5, name is Methyl trans-4-aminocyclohexanecarboxylate hydrochloride belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(3) A suspension of the compound obtained in the above step (2) (10 g), 1,5-diiodopentane (9.2 mL) and sodium carbonate (16.4 g) in tetrahydrofuran (300 mL)/N,N-dimethylacetamide (60 mL) was stirred at 70 C for 20 hours. The reaction mixture was concentrated in vacuo and the residue was dissolved in ethyl acetate/water. The organic layer was separated and washed successively with water and brine, dried over sodium sulfate and concentrated in vacuo. The resultant residue was purified by a column chromatography on NH-silica gel (Solvent; ethyl acetate/n-hexane = 1: 5) to give methyl trans-4-(1-piperidyl)cyclohexanecarboxylate (10.17 g). MS(APCI)m/z; 226 [M+H]+

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 trans-4-aminocyclohexanecarboxylate hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; EP1772454; (2007); A1;,
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In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 2216-92-4 as follows. Recommanded Product: 2216-92-4

N-phenylglycine ethyl ester (781 mg, 4.3 [MMOL),] 4-chlorobenzyl chloride (690 mg, 4.3 [MMOL)] and sodium iodide (64 mg) were dissolved in toluene (7 mL) under argon. The reaction was heated in a graphite bath at 80 [C] for 24 h. After cooling to room temperature, the reaction was diluted with ethyl acetate and washed with [1 M HCI FOLLOWED] by brine. The solution was dried over MgS04, filtered, and concentrated in vacuo. Purification of the resultant oil by flash chromatography (10: 1 hexanes/EtOAc) afforded the title compound as a green oil (669 mg, 51 %). MS (ES+) [M/Z 304 (MH+).]

According to the analysis of related databases, 2216-92-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PHARMACIA CORPORATION; WO2003/99769; (2003); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics