Esters-buliding-blocks

Synthetic Route of 33689-29-1,Some common heterocyclic compound, 33689-29-1, name is Methyl 1-hydroxycyclopropanecarboxylate, molecular formula is C5H8O3, 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.

Compound 1-8A mixture of Inter mediate-2 (15 mg, 1 equiv.) and methyl 1-hydroxycyclopropanecarboxylate (14 mg, 3 equiv.) in THF was cooled to -78 C. Contents were treate with sodium hydride (5.3 mg, 60% suspension in mineral oil, 3 equiv.) and warmed to 23 C and stirred for 18 h. The contents were concentrated in vacuo, and the residue was purified via silica gel chromatography utilizing a 0-30% ethyl acetate/hexanes gradient to deliver the desired compound (16 mg, 84%>) as a white solid. 1H-NMR (500 MHz, CDCb) delta 8.47 (s, 2 H), 7.23-7.17 (m, 1 H), 7.16 (s, 1 H), 7.02 (t, 1 H), 6.98 (t, 1 H), 6.93-6.88 (m, 1 H), 6.58 (s, 1 H), 5.95 (s, 2 H), 3.70 (s, 3 H), 1.76-1.71 (m, 2 H), 1.45-1.40 (m, 2 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 1-hydroxycyclopropanecarboxylate, its application will become more common.

Reference:
Patent; IRONWOOD PHARMACEUTICALS, INC.; RENNIE, Glen Robert; PERL, Nicholas; LEE, Thomas Wai-Ho; RENHOWE, Paul Allan; NAKAI, Takashi; MERMERIAN, Ara; IM, G-Yoon Jamie; (235 pag.)WO2016/44445; (2016); A2;,
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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. 46064-79-3, name is Methyl 3-amino-4-bromobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C8H8BrNO2

A mixture of methyl 2-hydroxy-5,5-dimethylcyclohex-1-enecarboxylate (26 g, 0.141 mol), methyl 3-amino-4-bromobenzoate (25 g, 0.109 mol), polyphosphoric acid (220 g) and dioxane (220 mL) was heated at 130 C for 5 hours. After cooling, the mixture was diluted with water. The resulting precipitate was collected by filtration and dried. The solid was suspended in methanol (400 mL), and TMSCl (90 mL) was added. The mixture was stirred at reflux for 5 hours, concentrated and treated with water (80 mL), extracted with ethyl acetate (250 mL). The organic layer was separated, concentrated and recrystallized with methanol to afford desired compound (10.6 g, 27%).

The synthetic route of 46064-79-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BEIGENE, LTD.; ZHOU, Changyou; REN, Bo; WANG, Hexiang; WO2013/97226; (2013); A1;,
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Electric Literature of 1000342-11-9, A common heterocyclic compound, 1000342-11-9, name is Methyl 3-amino-5-bromo-2-methylbenzoate, molecular formula is C9H10BrNO2, 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.

Methyl 5-bromo-2-methyl-3-((tetrahydro-2H-pyran-4-yl) amino) benzoate (2) A reactor was charged with methyl 3-amino-5-bromo-2-methylbenzoate (455.8 g, 1.87 mol), 1,2- Dichloroethane (4.56 L), and acetic acid (535 ml, 9.34 mol). To the mixture were added dihydro-2H-pyran-4(3H)-one (280 g, 2.80 mol) and sodium triacetoxyborohydride (594 g, 2.80 mol) maintaining the internal temperature below 40 C. The mixture was stirred at 25 C for 2.5 h and then the reaction was quenched with a solution of sodium hydroxide (448 g, 11.20 mol) in water (5.61 L). After stirring for 20 minutes at ambient temperature, the organic layer was separated and the aqueous layer was extracted with ethyl acetate (3.65 L). The organic layers were combined, washed with brine (1.5 L), and concentrated under vacuum. The residue was treated with ethyl acetate (1.8 L) and heated to 65-70 C. The mixture was stirred at 65-70 C for 15 minutes to give a clear solution and then treated with n-heptane (7.3 L) maintaining the temperature between 60-70 C. Once the heptane was completely added to the solution, the mixture was held at 65-70 C for 15 minutes and then allowed to cool to 18- 22 C over 3 h. The resulting suspension was stirred at 18-22 C for 4 h, cooled to 0-5 C over 1 h, and held at 0-5 C for 2 h. The precipitate was filtered, washed twice with n-heptane (1.4 L), and dried under vacuum to give the title compound (540 g, 88%). The XRPD pattern of this compound is shown in Figure 17.

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; EPIZYME, INC.; EISAI R&D MANAGEMENT CO.LTD.; KUNTZ, Kevin, Wayne; HUANG, Kuan-chun; CHOI, Hyeong, Wook; SANDERS, Kristen; MATHIEU, Steven; CHANDA, Arani; FANG, Frank; WO2013/155317; (2013); A1;,
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Related Products of 924-99-2, A common heterocyclic compound, 924-99-2, name is Ethyl 3-(dimethylamino)acrylate, molecular formula is C7H13NO2, 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.

General procedure: All microwave reactions were carried out in a capped (10 mL) microwave-vessel (Borosilicate glass vial sealed) that was placed in a microwave cavity. The pressure was set at 17 bar (average of an effective pressure = 4 bar) with power 75 W. DIEA (3.4 g, 3.4 mmol) was added to a solution of either 2,5-difluoro-4-(pyrrolidin-1-yl) benzoylchloride 12 (0.83 g, 3.4 mmol) or 2,5-difluoro-4-(pyrrolidin-1-yl)benzothioyl chloride 13 (0.88 g, 3.4 mmol) and ethyl-3-(diethylamino)acrylate 14 (0.45 g, 3.1 mmol) in acetonitrile (5 mL). The mixture reaction was held at 100 C for 20 min. After the reaction vessel was cooled to room temperature, the crude product was diluted with water (10 mL) and extracted with ethyl acetate(3 ¡Á 10 mL). The organic layers were combined, dried over Na2SO4, filtered, evaporated and purified by a flash column chromatography (eluent n-hexane: acetone, 3:1)to give the titled compounds.

The synthetic route of 924-99-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Almashal, Faeza A.; Alshawi, Jasim M.; Dhumad, Adil M.; Jassem, Ahmed M.; Medicinal Chemistry Research; (2020);,
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Application of 176694-36-3, These common heterocyclic compound, 176694-36-3, name is Methyl 4-fluoro-3-(trifluoromethyl)benzoate, 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.

b N-tert-butoxycarbonyl-4-([4-methoxycarbonyl-2-methylsulfonyl)phenoxy]-phenylalanine benzyl ester 2.8 g of N-tert-butoxycarbonyl-tyrosine benzyl ester, 2.2 g of 4-fluoro-3-trifluoromethylbenzoic acid methyl ester and 4.0 g of K2 CO3 are stirred in 100 ml of DMF (anhydrous) at 110 C. for 45 minutes. The reaction mixture is poured into 500 ml of water, the pH is brought to 2 with NaHSO4 and the mixture is extracted 3 times with 200 ml of EA each time. The extract is dried over Na2 SO4 and the solvent is removed in vacuo. 4.2 g of a colorless oil. Rf (DIP)=0.12 MS (ES): 584 (M+H)+

Statistics shows that Methyl 4-fluoro-3-(trifluoromethyl)benzoate is playing an increasingly important role. we look forward to future research findings about 176694-36-3.

Reference:
Patent; Hoechst Aktiengesellschaft; US5631293; (1997); A;,
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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. 2065-23-8, name is Methyl 2-phenoxyacetate, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 2065-23-8

To the methyl phenoxyacetate obtained by distillation, 0.09 g of lead acetate having a purity of 99% and1.29g of 99% pure 2,3,4-trichlorothiophene, added 118.34g at 20 C99% pure thionyl chloride is reacted, and the reaction is kept at this temperature for 0.5 h, and distilled at a pressure of 1 kPa to collect a fraction of 110 to 120 C.The methyl 4-chlorophenoxyacetate was obtained in an amount of 200.87 g, and the content was 98.84%.

According to the analysis of related databases, 2065-23-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shandong Runbo Biological Technology Co., Ltd.; Sun Guoqing; Hou Yongsheng; Chi Zhilong; Zhang Liguo; Hu Yishan; (15 pag.)CN108947822; (2018); A;,
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Reference of 7424-91-1, A common heterocyclic compound, 7424-91-1, name is Methyl 3,3-dimethoxypropanoate, molecular formula is C6H12O4, 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.

Example 2: Preparation of methyl 3-methoxyprop-2-enoate Under an atmosphere of nitrogen, 0.2 g (2 mmol) of methanesulfonic acid (Fluka) was added to 150 g of a filtrate, analogously obtained as described in example 1 (about 85percent, 0.86 mol of methyl 3,3-dimethoxypropionate), in a distillation apparatus with round-bottomed flask. Under constant flow of nitrogen, the mixture was slowly heated to 160 ¡ãC, and the methanol formed was directly distilled off. After 6 hours, the heat supply was stopped. The methyl 3-methoxy- prop-2-enoate obtained in this manner was 88percent pure (GC) and was purified by rectification at 10 kPa. The yield was 85 g (85percent) of methyl 3-methoxyprop-2-enoate (Ki0 kpa = 950C) with a purity of 99percent (GC).; Example 6: Preparation of methyl 3-methoxyprop-2-enoate After distillative removal of the unreacted trimethyl ortho formate from example 1, 4.4 t (30 kmol) of the methyl 3,3-dimethoxypropionate thus obtained were reacted under an atmosphere of nitrogen with 6 kg (62 mol) of methanesulfonic acid analogously to example 2. Rectification at 10 kPa gave 2.4 t (21 kmol, 69percent based on trimethyl orthoformate employed) of methyl 3-methoxyprop-2-enoate (Ki0 kpa = 95 ¡ãC) in a purity of 93percent (GC).

The synthetic route of 7424-91-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LONZA AG; WO2009/56293; (2009); 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. 3469-00-9, name is Methyl Diphenylacetate, A new synthetic method of this compound is introduced below., category: esters-buliding-blocks

Step 1 : Methyl 2.2-bis(4-nitrophenyl)acetate (8). Compound 7 (6 g, 26.5 mmol) was dissolved in fuming nitric acid (60 mL) and stirred at room temperature for 16 h. The reaction mixture was poured onto ice, the resulting light yellow sludge was separated out then dissolved in ether to provide a solid. Filtration afforded title compound 8 as a white solid (1.15 g, 14%). 1H NMR (DMSO-d6) delta (ppm):8.22 (d, J = 9.0 Hz, 4H), 7.65 (d, J = 8.6 Hz, 4H), 5.76 (s, IH), 3.72 (s, 3H).

The synthetic route of 3469-00-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; METHYLGENE INC.; WO2008/122115; (2008); A1;,
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Electric Literature of 2967-66-0,Some common heterocyclic compound, 2967-66-0, name is Methyl 4-(trifluoromethyl)benzoate, molecular formula is C9H7F3O2, 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 2: To a solution of anhydrous hydrazine in anhydrous toluene is added methyl 4-(trifluoromethyl) benzoate (4). The reaction solution is heated at reflux for 18 hours under a nitrogen atmosphere. After cooling to 40-50C, the solvent is evaporated under reduced pressure. The resulting solid is recrystallized from tert-butyl methyl ether to give hydrazide (5) as a white solid.

The synthetic route of 2967-66-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Siga Technologies, Inc.; JORDAN, Robert; BAILEY, Thomas, R.; RIPPIN, Susan R.; DAI, Dongcheng; (69 pag.)EP3006425; (2016); A1;,
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Electric Literature of 1128-76-3, 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. 1128-76-3, name is Ethyl 3-chlorobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The ethyl esters (0.15 mol; 2a-o) were taken in 250 mL round bottom flask.About 30 mL of methanol was added to the flask and homogenized by stirringat room temperature. Hydrazine hydrate (80%; 0.15 mol) was introduced to theflask drop wise and the reaction apparatus was refluxed for 5-6 hrs. Reactionprogress was confirmed by thin layer chromatography. n-Hexane and ethylacetate (3:2). At the end of reaction, excess of solvent was evaporated andresidue was poured into the ice cold water. Precipitates of acid hydrazides werefiltered, washed with water and dried. Re-crystallization of acid hydrazides wasperformed by using methanol.

The chemical industry reduces the impact on the environment during synthesis Ethyl 3-chlorobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Article; Aziz-Ur-Rehman; Ahtzaz, Samreen; Abbasi, Muhammad Athar; Siddiqui, Sabahat Zahra; Rasool, Shahid; Ahmad, Irshad; Journal of the Chilean Chemical Society; vol. 62; 1; (2017); p. 3370 – 3375;,
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