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. 183322-16-9, name is Ethyl 3,4-bis(2-methoxyethoxy)benzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 183322-16-9

3,4-bis(2-methoxyethoxy)benzoic acid ethyl ester (15.00 g, 0.05 mol) was added into acetic acid (50 ml) to form a mixture, and while the mixture was stirred in an ice water bath, 65%-68% nitric acid (13 ml) was added to the mixture. The mixture then was stirred for 24 h at room temperature. The reaction mixture was poured into ice water (500 ml), and extracted with ethyl acetate. The organic phase was combined, washed with saturated sodium bicarbonate solution three times, washed with saturated sodium chloride solution, and then dried by anhydrous sodium sulfate. The organic phase was then filtered to obtain a filtrate. The filtrate was concentrated to obtain a brown oily liquid 2-nitro-4,5-bis(2-methoxyethoxy)ethyl benzoate (14.10 g, 82.22%).

The synthetic route of 183322-16-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shenzhen Salubris Pharmaceuticals Co., Ltd.; Shanghai Institute of Pharmaceutical Industry; LI, Jianqi; ZHANG, Zixue; XIE, Peng; ZHANG, Qingwei; EP2592083; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 69812-51-7, The chemical industry reduces the impact on the environment during synthesis 69812-51-7, name is Methyl 4-chlorosulfonylbenzoate, I believe this compound will play a more active role in future production and life.

General procedure: To an oven-dried Schlenk tube equipped with a magnetic stir bar was charged with tris(2,2′-bipyridyl)ruthenium(II) chloride (3 mol%), arenesulfonyl chloride (1.0 equiv.), heteroarene (1.0 equiv.), Na2CO3 (1.0 equiv.) and dry acetonitrile. The mixture was degassed by the freeze pump-thaw procedure, and then the Schlenk tube was irradiated under a 3W Blue LED bulb at a distance of 5 cm. After stirring at 25 C for 12 h, the solvent was removed under reduced pressure and the residue was then diluted with water. The aqueous solution was extracted (3 times) with ethyl acetate. The combined organic phases were dried over Na2SO4 and filtered. The filtrate was evaporated under reduced pressure to get the crude product, which was purified by column chromatography using hexane-ethyl acetate mixtures.

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

Reference:
Article; Natarajan, Palani; Bala, Anu; Mehta; Bhasin; Tetrahedron; vol. 72; 19; (2016); p. 2521 – 2526;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 37746-78-4, These common heterocyclic compound, 37746-78-4, name is (E)-Ethyl 4-bromobut-2-enoate, 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: Amines 10a-f (1.0 equiv), N,N-diisopropylethylamine (1.5 equiv), ethyl (E)-4-bromobut-2-enoate(5, 1.3 equiv) and CH2Cl2 (25 mL) were placed in a round bottom flask and stirred at 20 C for1 h, under nitrogen. After completion of the reaction (TLC) the reaction mixture was extracted withNaHCO3 (3 30 mL) and water (1 30 mL). The organic phase was dried over Na2SO4 and thesolvent removed under reduced pressure to yield the crude product. The crude product was purifiedby silica gel column chromatography (9:1 hexanes:EtOAc).Ethyl (E)-4-(thiazolidin-3-yl)but-2-enoate (14a). 1.21 g (63 %) as a yellow oil.

The synthetic route of 37746-78-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rodriguez-Lozada, Josue; Tovar-Gudino, Erika; Guevara-Salazar, Juan Alberto; Razo-Hernandez, Rodrigo Said; Santiago, Angel; Pastor, Nina; Fernandez-Zertuche, Mario; Molecules; vol. 23; 11; (2018);,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 22515-16-8, A common heterocyclic compound, 22515-16-8, name is Diethyl 4,4-difluoroheptanedioate, molecular formula is C11H18F2O4, 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.

A solution of diester (5.00 g, 19.8 mmol) in ethanol was cooled to 0 C; a solution of KOH (1 .22 g, 21 .8 mmol) in ethanol was added slowly to the reaction mixture. The resulting solution was warmed to rt and stirred for 10 h. The reaction mixture was coned, diluted with water, and extracted with hexanes:EA (3: 1 ). Tire aq phase was acidified with IN HC1 and extracted by EA. Tire organic phases were combined and dried over NarSOr, filtered, and coned to afford 2.88 g of the title compd as a white solid (65% yield). LCMS (ESI+): m/z = 225.21 | M 1 1 [ .

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; PLIANT THERAPEUTICS, INC.; LEFTHERIS, Katerina; REILLY, Maureen; FINKELSTEIN, Darren; COOPER, Nicole; BAILEY, Christopher; CHA, Jacob; (0 pag.)WO2020/6315; (2020); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 27492-84-8, name is Methyl 4-amino-2-methoxybenzoate, 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. Quality Control of Methyl 4-amino-2-methoxybenzoate

Example 286; Preparation of rac 4-{[(2R,3S,4R,5S)-3-(3-Chloro-2-fluoro-phenyl)-4-(4-chloro-2-fluoro-phenyl)-4-cyano-5-(2,2-dimethyl-propyl)-pyrrolidine-2-carbonyl]-amino}-2-methoxy-benzoic acid methyl ester To a stirred solution of rac (2R,3S,4R,5S)-3-(3-Chloro-2-fluoro-phenyl)-4-(4-chloro-2-fluoro-phenyl)-4-cyano-5-(2,2-dimethyl-propyl)-pyrrolidine-2-carboxylic acid (100 mg, 0.17 mmol) in methylene chloride (10 mL), HATU (Aldrich,118 mg, 0.31 mmol) was added followed by the addition of DIPEA(0.15 mL, 0.86 mmol) and 4-amino-2-methoxy-benzoic acid (Avocado, 62 mg, 0.34 mmol). The mixture was stirred at rt for overnight. The reaction was quenched with addition of water. The mixture was extracted with methylene chloride (2.x.10 mL) and the extracts were dried with magnesium sulfate. The solvent was removed and the residue was purified on an ISCO machine (40 g column, 5-15percent EtOAc/methylene chloride) to give a white solid. 29 mg.MS (ES+) m/z Calcd: [(M+H)+]: 630.1733, found: 630.1732

The synthetic route of Methyl 4-amino-2-methoxybenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ding, Qingjie; Jiang, Nan; Liu, Jin-Jun; Ross, Tina Morgan; Zhang, Jing; Zhang, Zhuming; US2010/75948; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 18595-17-0, A common heterocyclic compound, 18595-17-0, name is Methyl 2-amino-4-methylbenzoate, molecular formula is C9H11NO2, 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.

REFERENCE EXAMPLE 25 Methanesulphonyl chloride (12.2 ml) was added to a stirred, cooled solution of methyl 2-amino-4-methylbenzoate (103 g) and triethylamine (19.5 ml) in dichlorotuethane while maintaining the temperatare below 0 C. The mixture was stirred at room temperature for 4 hours. Hydrochloric acid solution (2M) was added and the layers were separated. The organic layer was washed with water, dried (magnesium sulphate) and filtered. The filtrate was evaporated to dryness to give a mixture of methyl 4-methyl-2-[N,N-bis(methylsulphonyl)amino]benzoate and methyl 4-methyl-2-(N-methylsulphonylamino)benzoate (18.26 g) as a yellow solid which was not further purified.

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; Rhone-Poulenc Argriculture Limited; US5658858; (1997); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 4341-76-8, 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. 4341-76-8, name is Ethyl 2-butynoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of 2-aminopyridine (0.1mmol), alkynoate (0.1mmol) and AgSO3CF3 (30mol%) in chlorobenzene (0.8mL) was stirred at 120C for 24h. After the reaction was finished, water (5mL) was added and the solution was extracted with ethyl acetate (3×5mL), the combined extract was dried with anhydrous MgSO4. Solvent was removed, and the residue was separated by column chromatography to give the pure sample.

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

Reference:
Article; Chen, Zhengwang; Wen, Yuelu; Ding, Hao; Luo, Guotian; Ye, Min; Liu, Liangxian; Xue, Jun; Tetrahedron Letters; vol. 58; 1; (2017); p. 13 – 16;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 61367-07-5, name is Methyl trans-4-aminocyclohexanecarboxylate hydrochloride, molecular formula is C8H16ClNO2, 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. SDS of cas: 61367-07-5

To a stirred solution of 25 (Nicolaou et al, 2016) (100 mg, 250 pmol, 1.0 equiv) in dry DMF (2 mL) at 0 C were added HATU (285 mg, 750 pmol, 3.0 equiv) followed by Et3N (200 pL, 1.50 mmol, 6.0 equiv) and the resulting mixture was stirred for 5 min at the same temperature. A solution of 26 (59.0 mg, 370 pmol, 1.5 equiv) in dry DMF (0.5 mL) was then added and the stirring was continued for 18 h while allowing the temperature to slowly rise to 23 C. The reaction mixture was diluted with H20 (5 mL) and the resulting solution was extracted with EtOAc (3 x 10 mL). The combined organic extracts were washed with brine (5 mL), dried over Na SCL and concentrated under reduced pressure. The obtained residue was purified by flash column chromatography (silica gel, 10 50% EtOAc in hexanes) to furnish 27 (113 mg, 210 pmol, 84% yield) as a white amorphous solid. 27: Rf= 0.50 (silica gel, 50% EtOAc in hexanes); [OC]D =-3.6 (c= 1.0, CHC13); FT-IR (film) VmaX: 2936, 1735, 1687, 1663, 1540, 1492, 1368, 1220, 1154, 1130, 1040, 771, 732 cnT1. NMR: (CDC13, 600 MHz) d 8.02 (d, = 2.1Hz, 1H), 7.12-7.01 (m, 1H), 5.82 (dd, J = 11.6, 2.9 Hz, 1H), 4.14-3.84 (m, 2H), 3.67 (d, = 1.5 Hz, 3 H), 2.71 (s, 3 H), 2.35-2.20 (m, 2H), 2.15 (s, 2H), 2.15-2.11 (m, 3 H), 2.10-1.98 (m, 3 H), 1.62 (d, = 15.2 Hz, 2H), 1.44 (s, 9H), 1.37- 1.22 (m, 3 H), 0.98-0.96 (m, 3 H), 0.86 (ap. d, J= 2.9 Hz, 3 H) ppm; 13C NMR: (CDC13, 150 MHz) d 175.7, 170.4, 160.0, 150.1, 139.7, 128.2, 123.3, 79.4, 69.2, 56.4, 51.6, 48.4, 47.7, 42.4, 35.0, 32.1, 31.9, 30.4, 28.3, 27.8, 20.9, 20.0, 19.5; Diagnostic signals of minor rotamer. 13C NMR: (CDCI3, 150 MHz) d 175.6, 170.1, 156.3, 150.3, 142.4, 131.0, 123.1, 79.8, 70.9, 51.6, 47.4, 42.3, 35.4, 32.0, 31.7, 30.5, 28.4, 27.8, 21.0, 19.7 ppm; HRMS calcd for C26H4iN307SNa+ [M+Na]+ 562.2563 found 562.2572.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 61367-07-5, its application will become more common.

Reference:
Patent; WILLIAM MARCH RICE UNIVERSITY; NICOLAOU, Kyriacos, C.; ERANDE, Rohan, Diliprao; VOURLOUMIS, Dionisios; PULUKURI, Kiran, Kumar; RIGOL, Stephan; (262 pag.)WO2019/108685; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 455-75-4, A common heterocyclic compound, 455-75-4, name is Ethyl 3-amino-4-fluorobenzoate, molecular formula is C9H10FNO2, 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.

The 17.4g (94.9mmol) 3-amino-4-fluoro-benzoic acid ethyl ester (reference L.S.Fosdick, A.F.Dodds, J.Amer Chem.Soc. 65,2305 (1943)) and 9.67 ml (11.47g, 105 . 4mmol) methoxy acetyl chloride then 310 ml of chlorobenzene to the solution in the 50 C stirring 2 hours, then reflux 30 minutes. Concentrated under reduced pressure to dryness, purified by silica gel column chromatography (dichloromethane/ethanol = 100:1), oily product to be 3-amino-4-fluoro-benzoic acid ethyl ester, after a few days is cured into a solid (20.1g, yield 83%). R f value: 0.38 (silica gel: dichloromethane/ethanol = 19:1). Mass spectrometric (ESI-MS): 256.1(M+H) +, 278.1(M+Na) +; C 12 H 14 FNO 4 (255).

The synthetic route of 455-75-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Xizang Hai Sike Pharmaceutical Group Co., Ltd.; Li Qilin; Li Yue; Dang Juan; Long Yu; (53 pag.)CN103524559; (2016); B;,
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. 40637-56-7, name is Dimethyl 2-allylmalonate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: Dimethyl 2-allylmalonate

A typical procedure for the iodine(III) reagent-induced anti-Markovnikov hydroazidation of unactivated alkenes: to asolution of 4-phenyl-1-butene (1a) (0.030 mL, 0.2 mmol)and ABX-N3 (11.6 mg, 0.04 mmol) in dichloromethane(DCM) (0.2 mL), TMSN3 (0.052 mL, 0.4 mmol) and HOAc(0.024 mL, 0.4 mmol) were added under an argon atmosphereat room temperature. The reaction mixture was thenstirred for 4 h and monitored by thin layer chromatography(TLC) until 1a was completely consumed. After that, theaqueous of NaOH was added to quench extra HN3 [18], andthe mixture was extracted by Et2O for two times. The organiclayer was dried over MgSO4, filtered and concentrated undervacuum. The residue was purified by flash column chromatography(petroleum ether/ethyl acetate, 20:1 to 10:1) togive product 2a in 83% yield.

The synthetic route of 40637-56-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Xiaonan; Chen, Pinhong; Liu, Guosheng; Science China Chemistry; vol. 62; 11; (2019); p. 1537 – 1541;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics