Tag: M.W=100-200

Related Products of 14920-81-1, 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. 14920-81-1 name is Methyl 2,6-dimethylbenzoate, 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 2; Methyl 2-bromomethyl-6-methyl-benzoate; To a solution of methyl 2,6-dimethyl-benzoate (22.0 g, 134 mmol, example 1) in CCl4 (250 mL) is added N-bromo-succinimide (19 g, 107 mmol) followed by benzoyl peroxide (1.0 g, 4.0 p mmol). The resulting solution is warmed to reflux and stirred at this temperature for 20 min. The reaction mixture is then allowed to cool before being diluted with ether (200 mL), filtered and concentrated. The residue is purified by flash chromatography (silica, 4% acetone in hexanes) to give the title compound. This product (approx. 85% purity, remainder is methyl 2,6dimethyl benzoate) is used without further purification. MS (EI) 242, 244 (M+, Br pattern).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2,6-dimethylbenzoate, and friends who are interested can also refer to it.

Reference:
Patent; Aventis Pharma Deutschland GmbH; US7005440; (2006); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 681128-38-1, name is Ethyl 3,3-difluorocyclobutanecarboxylate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H10F2O2

Preparation 32: 4-(3-chloro-5-(3,3-difluorocyclobutyl)-4,5-dihydro-1H-pyrazol-1-yl)- 2-methylbenzonitrile; Step 1 : ethyl S-O.S-difluorocvclobutvDacrylate; To a solution of ethyl 3,3-difluorocyclobutanecarboxylate (1.94 g, 11.82 mmol) in dichloromethane (40 ml_) at -78C was added diisobutyl aluminum hydride (13 ml_ of a 1.0M solution in hexanes, 13.0 mmol). The reaction was stirred at -78C for 45 min. Saturated aqueous ammonium chloride (40 ml_) was added, and the resulting mixture stirred overnight at room temperature. The biphasic mixture was filtered through celite. The organic layer was dried over sodium sulfate, filtered and concentrated to give 3,3- difluorocyclobutanecarboxaldehyde which was used immediately without further purification. To a suspension of sodium hydride, 60 wt% dispersion in mineral oil (487 mg, 12 mmol) in tetrahydrofuran at 0C was added triethyl phosphonoacetate (2.4 mL, 12.0 mmol) dropwise. After addition was complete, the mixture was allowed to warm to room temperature, and stirred until the suspension cleared (~10 min.). 3,3- difluorocyclobutanecarboxaldehyde was added as a solution in tetrahydrofuran (10 mL). The resulting solution was stirred at room temperature 4 h. Diethyl ether (40 mL) was added, and the reaction was quenched by addition of saturated aqueous ammonium chloride (20 mL). The organic layer was dried over magnesium sulfate, filtered and concentrated. The crude residue was purified by silica gel chromatography eluting with a gradient of 0%-5% ethyl acetate in heptane to yield ethyl 3-(3,3- difluorocyclobutyl)acrylate (498 mg, 22%) as a yellow oil. 1 H NMR ( 400 MHz,CHLOROFORM-d) delta ppm 1.30 (3 H, t, J=7.1 Hz), 2.49 (2 H, m), 2.83 (2 H, m), 2.94 (1 H, m), 4.21 (1 H, q, J=7.2 Hz), 5.85 (1 H, dd, J=15.5, 1.3 Hz), 7.00 (1 H, dd, J=15.5, 7.3 Hz).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 681128-38-1.

Reference:
Patent; PFIZER INC.; ARHANCET, Graciela Barbieri; CASIMIRO-GARCIA, Agustin; CHEN, Xiangyang; HEPWORTH, David; MEYERS, Marvin Jay; PIOTROWSKI, David Walter; RAHEJA, Raj Kumar; WO2010/116282; (2010); 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. 25081-39-4, name is Methyl 3,5-dimethylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 25081-39-4

(iii) Methyl-3,5-bis(bromometylene)benzoate (5) The ester (4, 2.76 g, 0.0168 mol), N-bromosuccinimide (6.07 g, 0.0341 mol) and benzoyl peroxide (85 mg, 0.35 mmol) were placed in 100 ml round-bottom flask. Then dried carbon tetrachloride (25 ml) was added and heated under the reflux conditions for 3 h. After cooling to room temperature, the mixture was filtered and the solvent was evaporated in vacuo to obtain the crude product as residue (5.39 g). The crude product was crystallized from hexane to yield the dibromide (5): 1.37 g (25%), mp. 94-98 C. 1H NMR (300 MHz, CDCl3) delta: 8.00 (s, 2H, arom. H); 7.61 (s, 1H, arom. H); 4.50 (s, 4H, CH2Br); 3.93 ppm (s, 3H, COOCH3).

The synthetic route of 25081-39-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Przyby?, Bartosz; Zo?, Jerzy; Janczak, Jan; Journal of Molecular Structure; vol. 1048; (2013); p. 172 – 178;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 85920-63-4, name is 5-(1-Hydroxyethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 5-(1-Hydroxyethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

In an adaptation of general procedure 29b: Acetyl meldrum’s acid (27.4 g, 147 mmol, 3 eq.) and 2-[2-(2-fluoro-6-trifluoromethyl-phenyl)-ethyl]-4,5-dihydro-oxazole-4-carboxyl i c aci d methyl ester (intermediate E.8) (15.6 g, 49.0 mmol) in toluene (300 mL) were heated to reflux for 20 min. Then trifluoro acetic acid (18.9 mL, 27.9 g, 245 mmol, 5 eq.) was added and reflux was continued for 1 hour. The reaction mixture was partitioned between water and ethyl acetate. After phase separation, extraction of the aqueous layer with ethyl acetate, washing of the combined organic layers with brine and evaporation of the solvent flash chromatography yielded the desired title compound (yield: 4.7 g)1H-NMR (methanol-d4, 300 MHz): 3.77 (s, 3H); 3.99 (s, 2H); 4.64 (dd, 1 H); 4.75 (t, 1 H); 5.23 (dd, 1 H); 5.96 (s, 1 H); 7.30 (m, 1 H); 7.38 – 7.47 (m, 1 H); 7.48 – 7.55 (m, 1 H).MS (ESI+): [M + H]+ = 386

According to the analysis of related databases, 85920-63-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; HUeBNER, Jan; WEGSCHEID-GERLACH, Christof; PANKNIN, Olaf; RING, Sven; BAeURLE, Stefan; HUWE, Christoph; NOWAK, Katrin; NUBBEMEYER, Reinhard; MUHN, Hans-Peter; WO2011/76687; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 103-09-3, 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. 103-09-3 name is 2-Ethylhexyl acetate, 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.

Reduce the temperature to 20-25 C, add 39.5kg (0.73kmol) of sodium methoxide solid, start stirring, control the temperature of the kettle at 20-25 C, and add 93.8kg (0.69kmol) of p-methoxybenzaldehyde dropwise within 30min. the temperature was raised to 110 C until the GC content of p-methoxybenzaldehyde was less than 0.25%. It takes about 1h.After the reaction is completed, water is added to the reaction system, stirred, left to stand, and separated into layers.An aqueous layer and an organic layer were obtained. Washing the organic layer to separate the aqueous layer,Obtain a washed organic layer, rectifying the organic layer, the yield of isooctyl p-methoxycinnamate was 183.0 kg (0.63 kmol), and the yield was 91.5%.

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

Reference:
Patent; Anhui Shengnuobei Chemical Technology Co., Ltd.; Liu Qifa; Wang Rong; Yang Jian; Wang Zhongxiao; Li Juan; (12 pag.)CN110540505; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 41191-92-8, name is Ethyl 3-amino-4-methylbenzoate, 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. Safety of Ethyl 3-amino-4-methylbenzoate

EXAMPLE 14 Ethyl 3-[[(5,6-dihydro-2-methyl-1,4-oxathiin-3-yl) carbonyl]amino]-4-methylbenzoate (Compound 14) Thionyl chloride (4.5 g, 0.038 mole) was added to a stirred mixture of 5,6-dihydro-2-methyl-1,4-oxathiin-3-carboxylic acid (6.0 g, 0.037 mole) and methylene chloride (100 ml. The mixture was warmed to 30-35 C. for 3 hours, then evaporated under reduced pressure. The residue, crude 5,6-dihydro-2-methyl-1,4-oxathiin-3-carbonyl chloride, was dissolved in methylene chloride (100 ml), and the ice-chilled solution treated dropwise with a solution of ethyl 3-amino-4-methylbenzoate (6.7 g, 0.037 mole) and triethylamine (4.0 g, 0.040 mole) in methylene chloride (100 ml). The reaction mixture was stirred overnight at room temperature and then worked up by washing in sequence with water, dilute hydrochloric acid, water, 2% sodium hydroxide and water. Evaporation of the solvent gave an oil, which solidified. After recrystallization from ethanol (30 ml), the product (7.1 g, 59% yield) melted at 105-107 C. Analysis: Calc.: C 59.79, H 5.96, N 4.36, Found: C 59.87, H 5.73, N 4.52 NMR: (CDCl3): 1.35 (3H,t), 2.25 (3H,s), 2.3 (3H,s) 2.3 (3H,s), 3.0 (2H,m), 4.15-4.55 (4H,m), 7.1-7.3 (1H,m), 7.55-7.95 (2H,m), 8.45 (1H,d)

The synthetic route of Ethyl 3-amino-4-methylbenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Uniroyal Chemical Company, Inc.; Uniroyal Chemical Ltd./Ltee; US5268389; (1993); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 4911-54-0, name is Ethyl 4-methylpent-4-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. name: Ethyl 4-methylpent-4-enoate

EXAMPLE 13 The reaction is carried out as described in Example 8 but using catalyst 4a (7.6 mg, 0.01%) in THF (5 ml) and KOMe (0.63 g, 9 mmol) in ethyl 4-methylpent-4-enoate 11 (12.9 g, 91 mmol) and THF (58 ml). Standard work-up gave a slightly yellow crude oil (5.6 g, 61%) which contained 4-methyl pent-4-en-1-ol 12 of 100% purity according to GC. The analytical data of 4-methylpent-4-en-1-ol 12 were identical with the ones obtained from commercial samples of this compound.

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

Reference:
Patent; Geisser, Roger Wilhelm; Goeke, Andreas; Schroeder, Fridtjof; US2015/152029; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 87661-20-9, A common heterocyclic compound, 87661-20-9, name is tert-Butyl cyclopropanecarboxylate, molecular formula is C8H14O2, 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 LDA in THF (40 mL of a 0.8 M solution; 33.2 mmol) at -78 C. was added tert-butyl cyclopropane carboxylate (3.78 g, 26.6 mmol) dropwise over 10 min. The solution was stirred at -78 C. for 2 h, after which 1-bromopropane (4.84 mL, 53.2 mmol) was added dropwise over 20 min at -78. The reaction was allowed to slowly warm to RT and stirred overnight at RT, then was quenched with sat’d aq. NH4Cl and extracted with EtOAc (2*). The combined organic extracts were washed with brine, dried (MgSO4), and concentrated in vacuo. The residue was distilled under reduced pressure (20 torr, BP=95 C.) to give the title compound (2.99 g, 61% yield) as an oil. 1H NMR (500 MHz, CDCl3) delta 1.48 (m, 4H), 1.45 (s, 9H), 1.12 (m, 2H), 0.92 (m, 3H), 0.61 (m, 2H).

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; BRISTOL-MYERS SQUIBB COMPANY; SHI, YAN; Cheng, Peter Tai Wah; Wang, Ying; Shi, Jun; Tao, Shiwei; Li, Jun; Kennedy, Lawrence J.; Kaltenbach, III, Robert F.; Zhang, Hao; Corte, James R.; US2019/185446; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 87661-20-9, 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. 87661-20-9, name is tert-Butyl cyclopropanecarboxylate, This compound has unique chemical properties. The synthetic route is as follows.

Under argon, 1.28 ml (9.15 mmol) of diisopropylamine were initally charged in 6 ml of dry THF, and the mixture was cooled to -40 C. 4.26 ml (9.15 mmol) of n-butyllithium solution (2.5 M in hexane) were slowly added dropwise, and the mixture was stirred for 30 min. The reaction solution was then cooled to -78 C., and a solution of 1.30 g (9.15 mmol) of tert-butyl cyclopropanecarboxylic acid in 2 ml of THF was added. After 4 h of stirring at -78 C., a solution of 2.00 g (8.69 mmol) of 1-(bromomethyl)-2-methyl-3-nitrobenzene in 2 ml of THF was added. Slowly, the reaction mixture was warmed to RT overnight. Ammonium chloride solution was then added carefully, and the mixture was extracted three times with ethyl acetate. The combined organic phases were washed with saturated sodium chloride solution, dried over magnesium sulfate and concentrated under reduced pressure. The crude product was purified by chromatography on silica gel (mobile phase cyclohexane/dichloromethane 50:1, then 5:1). This gave 0.78 g (29.3% of theory) of the title compound.1H-NMR (400 MHz, DMSO-d6): delta=7.61 (d, 1H), 7.54 (d, 1H), 7.39 (t, 1H), 2.96 (s, 2H), 2.26 (s, 3H), 1.26 (s, 9H), 1.20 (q, 2H), 0.79 (q, 2H).

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

Reference:
Patent; BAYER SCHERING PHARMA AKTIEGESELLSCHAFT; US2011/34450; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 352-23-8, name is Ethyl 3,3,3-trifluoropropanoate, 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 352-23-8, Recommanded Product: Ethyl 3,3,3-trifluoropropanoate

To a stirred mixture solution of ethyl 3,3,3-trifluoropropanoate (10.0 g, 64.1 mmol) and Et3N (7.8 g, 76.9 mmol) in CHCl3 (100.0 mL) was added TMSOTf (17.4 g, 76.9 mmol) dropwise in an ice-water batch. After the addition, TiCl< SUB>4< /SUB> (9.61 mL, 1.0 M in DCM) was added. The resulting reaction mixture was allowed to warmed up to room temperature and stirred at 25< SUP>o< /SUP>C for 1 h. The reaction was re-cooled in an ice bath before it was quenched with water (100 mL). The organic layer was separated, dried over anhy. MgSO< SUB>4< /SUB>, filtered, and concentrated in vacuo to give a crude product of ethyl 3,3-difluoroacrylate as oil, which was used directly in the next step without further purification.

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 3,3,3-trifluoropropanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DEY, Fabian; HU, Yimin; LIU, Yongqiang; LIN, Xianfeng; SHEN, Hong; SHI, Houguang; TAN, Xuefei; VERCRUYSSE, Maarten; YAN, Shixiang; ZHOU, Chengang; ZHOU, Mingwei; (443 pag.)WO2018/178041; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics