Tag: M.W=200-300

Reference of 69812-51-7, 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. 69812-51-7, name is Methyl 4-chlorosulfonylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of cytisine (2 mmol) in dichloromethane (30 mL), triethylamine (2.4 mmol), and 4-methoxycarbonyl benzenesulfonyl chloride (2.2 mmol) were added and stirred at room temperature until the TLC analysis showed completion of the reaction. Then the reaction solution was washed with water and brine. The organic phase was dried with anhydrous sodium sulfate and concentrated to give a residue, which was purified by flash column chromatography on silica gel with CH2Cl2/CH3OH as the eluent and then acidified with 2 N HCl/Et2O to give the title compounds. Yield: 85%; white solid; mp: 112-114 C. 1H NMR (600 MHz) delta 7.73 (t, J=6.0 Hz, 1H), 7.68-7.62 (m, 2H), 7.59 (d, J=7.2 Hz, 1H), 7.36 (dd, J=8.4, 7.2 Hz, 1H), 6.24 (d, J=8.4 Hz, 1H), 6.18 (d, J=6.0 Hz, 1H), 3.84 (s, 1H), 3.81 (s, 3H), 3.78-3.70 (m, 2H), 3.65-3.64 (m, 1H), 3.19 (s, 1H), 2.92-2.81 (m, 2H), 2.52 (s, 1H), 1.85-1.78 (m, 2H); 13C NMR (151 MHz) delta 168.2, 162.5, 150.1, 139.5, 134.4, 133.5, 133.4, 131.2, 128.9, 128.6, 116.6, 105.2, 53.3, 53.1, 52.1, 49.0, 33.8, 26.8, 24.3. HRMS: calcd for C19H21N2O5S [M+H]+ 389.1166, found: 389.1155.

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; Tang, Sheng; Li, Yinghong; Bao, Yunyang; Dai, Zhiting; Niu, Tianyu; Wang, Kun; He, Hongwei; Song, Danqing; Bioorganic Chemistry; vol. 90; (2019);,
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Synthetic Route 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.

Several others esters (see Table 3) were hydrogenated under identical conditions as reported in Table 4 with RuCl2(L-I)2. The reaction conditions were identical to those reported above for methyl benzoate.Table 3: Structure and name of substrates used EPO Table 4: Results obtained using the general conditions described above EPO Conversion: (in %, analysed by GC after silylation) of ester to alcohol after 2h 30min. Reaction conditions: Substrate (20 mmol), H2 gas (50 bars), RuCl2(L-I)2 0.05 mol%, NaOMe 10 mol%, THF (14 mL) at 1000C during 2h 30min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 4-(trifluoromethyl)benzoate, its application will become more common.

Reference:
Patent; FIRMENICH SA; WO2006/106483; (2006); A1;,
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Electric Literature of 541-16-2, The chemical industry reduces the impact on the environment during synthesis 541-16-2, name is Di-tert-Butyl malonate, I believe this compound will play a more active role in future production and life.

General procedure: alpha,beta-Unsaturated aldehyde (3.0 mmol) and malonate (3.0 mmol) were added into asolution of TiCl4 (6.0 mmol) in CCl4 (2.0 mL) and THF (10 mL) at 0 C, Then, pyridine (0.96 mL, 12.0 mmol) in THF (2 mL) was added dropwisely over 1 h. The resulting mixture was stirred at room temperature overnight. After quenched with water, the mixture was extracted with ethyl acetate, dried over Na2SO4, filtered and concentrated under vacuum. The residue was purified by silica gel chromatography with hexane/ethyl acetate = 20/1 to afford the product.

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, Di-tert-Butyl malonate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wei, Xu; Lu, Junzhu; Duan, Wei-Liang; Synthesis; vol. 48; 23; (2016); p. 4155 – 4160;,
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Related Products of 2905-54-6,Some common heterocyclic compound, 2905-54-6, name is Methyl 2,3-dichlorobenzoate, molecular formula is C8H6Cl2O2, 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) (2,3-dichlorophenyl)methanol A suspension of LiAlH4 (7.4 g, 0.195 mol) in THF (500 mL) was stirred at 0 C. A solution of methyl 2,3-dichlorobenzoate (49 g, 0.244 mol) in THF (50 mL) was added dropwise into the above mixture at 0-5 C. Then the mixture was stirred at room temperature for 2 h. The reaction mixture was quenched with ethyl acetate (15 mL), water (7.5 mL), 15% NaOH (7.5 mL) and water (22.5 mL), filtered and the filtrate was concentrated. The resulting residue was dissolved with DCM (500 mL) and washed with brine. The organic layer was dried over Na2SO4, filtered and the filtrate was concentrated to provide the titled compound (37 g, 88%), as a white solid; 1H NMR (300 MHz, CDCl3) delta ppm 4.81 (d, J=6.3 Hz, 2H), 7.24 (t, J=7.8 Hz, 1H), 7.42-7.45 (m, 2H).

The synthetic route of 2905-54-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GlaxoSmithKline LLC; Lin, Hong; Luengo, Juan Ignacio; Moore, Michael Lee; Qu, Junya; Rivero, Ralph A.; Tedesco, Rosanna; Yu, Hongyi; US9096605; (2015); B2;,
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Application of 35065-86-2, 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. 35065-86-2, name is 3-Bromophenyl acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A stirred solution of the appropriate bromophenyl alkanoic acid(1 eq) in MeOH (25 mL)was treated with H2SO4 (0.1 eq of a conc. aq.solution) and heated at reflux for 18 h. The resultant solution wascooled to room temperature and concentrated under reducedpressure. The resultant oil was diluted with NaHCO3 (50 mL of a sat.aq. solution) and subsequently extracted with diethyl ether(3 25 mL). The combined organics were washed with brine(1 100 mL), dried (MgSO4), filtered and concentrated underreduced pressure to give the desired methyl ester:

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

Reference:
Article; Jorgensen, William T.; Gulliver, Damien W.; Katte, Timothy A.; Werry, Eryn L.; Reekie, Tristan A.; Connor, Mark; Kassiou, Michael; European Journal of Medicinal Chemistry; vol. 143; (2018); p. 1644 – 1656;,
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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. 99548-54-6, name is Methyl 3-bromo-2-methylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 99548-54-6

A mixture of 3-Bromo-2-methyl benzoic acid methyl ester (2.4 g, 10.29 mmol), NBS (1.83 g, 10.29 [MMOL)] and AIBN (4 mg) in [CHLOROBENZENE] (40 mi) was heated to [80C] under nitrogen for 18 hours. The mixture was cooled in an ice-bath, filtered and the solvent removed by evaporation under reduced pressure. The orange residue was purified by flash chromatography on silica gel eluting with a solvent gradient of heptane: ethyl acetate (40: 1) to give the title compound (2.74 g, 86 %) as a colourless oil. [1H-NMR] (400 MHz, [CDCI3)] : [ES] = 3.88 (s, 3H), 5.06 (s, 2H), 7.22 (dd, 1H), 7.68 (d, [1H),] 7. 89 (d, [1 H).] Microanalysis : Found: C, 35.21 ; H, 2.67 ; N, 0.00. [C9H8BR202] requires C, 35.10 ; H, 2.62 ; N, 0.00%.

The synthetic route of 99548-54-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2004/14357; (2004); A2;,
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Adding a certain compound to certain chemical reactions, such as: 653-92-9, name is Methyl 2-bromo-4-fluorobenzoate, 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 653-92-9, Product Details of 653-92-9

a) 2-Bromo-4-dimethylamino-benzoic acid methyl ester (7a) To a stirred solution of 5,24 g (22.5 mmol) 2-Bromo-4-fluoro-benzoic acid methyl ester (Rarechemicals) and 60.0 ml dimethylsulphoxid are added 2.23 g (27.0 mmol) dimethylamine hydrochloride and 6.54 g (47.3 mmol) potassium carbonate. The reaction mixture is stirred for 11h at 70C in an autoclave and is concentrated with high vacuum rotation evaporator at 65C. The residue is diluted with dichloromethane, washed twice with water. The combined water phases are extracted with dichloromethane. The combined dichloromethane phases are washed with diluted sodium hydrogen carbonate solution, dried with sodium sulphate and concentrated. The oily crude is purified by column chromatography and the desired product 7a is obtained in 70 % yield (4,08 g, 15.8 mmol). MS-ESI: 258/560 (M+ +1, 88/83).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Bayer Schering Pharma Aktiengesellschaft; EP1897885; (2008); A1;,
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3196-23-4, name is Methyl 1-bromocyclohexanecarboxylate, 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. COA of Formula: C8H13BrO2

To a suspension of chromium (II) chloride (1. 00 g, 8. 10 MMOL) and lithium iodide (0. 087 G, 0. 648 MMOL) in tetrahydrofuran (20 mL) was added 4- [2- (5-METHYL-2- phenyl-1, 3-oxazol-4-yl) ethoxy] BENZALDEHYDE (Preparation 1) (1. 00 g, 3. 24 MMOL) and methyl 1-bromocyclohexanoate (1. 07 g, 4. 85 MMOL). The resulting mixture was heated at 50 C until TLC analysis indicated the reaction was complete. The mixture was cooled to ambient temperature and satuarted aqueous sodium chloride (15 mL) was added. The resulting mixture was stirred for 15 minutes, then partitioned between water and ethyl acetate. The organic phase was washed with water and dried (anhydrous magnesium sulfate), filtered and evaporated. The residue was purified by flash column chromatography (hexanes to 50% ethyl acetate/hexanes) to yield the title compound as a colorless oil (0. 797 G, 55%). LRMS (M/Z) : 450 (M+H).

The synthetic route of 3196-23-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; WO2004/92145; (2004); A1;,
Ester – Wikipedia,
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Application of 35112-28-8, 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. 35112-28-8, name is Methyl 2,4-dichlorobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

Preparation 1.3; 1-(2,4-Dichlorophenyl)-2-(4-methoxyphenyl)ethanone; 413 ml of a 2M solution of the sodium salt of hexamethyldisilazane in THF are cooled to -65 C. under a nitrogen atmosphere, 300 ml of THF are added, a solution of 55 g of 4-methoxyphenylacetic acid in 70 ml of THF is then added dropwise and the mixture is left stirring for 3 hours at a temperature of less than -45 C. 64.5 g of methyl 2,4-dichlorobenzoate are subsequently added dropwise and the mixture is left stirring while allowing the temperature to rise to 0 C. The reaction mixture is poured onto an ice/1 liter of 2N HCl mixture and extracted with ether, the organic phase is washed with a saturated NaHCO3 solution and dried over Na2SO4, and the solvent is evaporated under vacuum. The residue is chromatographed on silica gel, elution being carried out with heptane and then with the heptane/AcOEt mixture up to (90/10; v/v). 29 g of the expected compound are obtained.

The chemical industry reduces the impact on the environment during synthesis Methyl 2,4-dichlorobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SANOFI-AVENTIS; US2007/287744; (2007); A1;,
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Application of 428-97-7, 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. 428-97-7 name is Diethyl 2,2-difluoropentanedioate, 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 126 Ethyl 4,4-Difluoro-5-hydroxypentanoate (c) Diethyl 2,2-difluoroglutarate (2.50 g, 11.1 mmol) was dissolved in 400 ml of absolute ethanol. Sodium borohydride (0.53 g, 13.73 mmol) was added and the resulting solution was stirred vigorously under N2 at room temperature for 7 hrs as the solution turned yellow. The ethanol was evaporated in vacuo, and the residue taken up in water EtOAc and acidified with 5% HCl. The ethyl acetate extract yielded after workup 1.50 g of the hydroxy-ester. It was filtered through a short column (50 g) of silica gel (eluted with ether) to give 1.30 g (64% yield) of the title compound as a colorless oil. Tlc on silica gel: Rf 0.44 in EtOAc:hexane 1:3

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

Reference:
Patent; The University of Chicago; US4324730; (1982); A;,
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Ester – an overview | ScienceDirect Topics