Category: 91367-05-4

Related Products of 91367-05-4,Some common heterocyclic compound, 91367-05-4, name is Methyl 4-chloro-3-methylbenzoate, molecular formula is C9H9ClO2, 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.

Preparation 2Methyl 3 -bromomethyl-4-chlorobenzoate Into an appropriate flask methyl 4-chloro-3-methylbenzoate (25.26 g), N- bromosuccinimide (24.85 g) and 20 ml of carbon tetrachloride were placed. The reaction mixture was refluxed for about 6 hours. After cooling to 25 0C, 500 ml dichloromethane and 300 ml of aqueous solution Of K2CO3 (5 %) were added. The separated aqueous layer was extracted again with 200 ml of dichloromethane. The combined organic layers were washed with 300 ml of aqueous solution of K2CO3 (5 %), dried over Na2SO4 and concentrated in vacuum to give 35.66 g of pale yellow crystals. Distillation under reduced pressure allowed to separate 6.72 g of the starting methyl 4-chloro-3-methylbenzoate (b.p. 80-100 0C / 0.44-0.40 mbar) and to obtain 25.53 g of the desired product as pale yellow crystals (b.p.110 0C /0.40 mbar, m.p. 93 0C). Yield: 71 % (distilled product) T.L.C.: Silica gel, eluents: cyclohexane-ethyl acetate 85/15

The synthetic route of 91367-05-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI-AVENTIS; WO2006/79857; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 91367-05-4, A common heterocyclic compound, 91367-05-4, name is Methyl 4-chloro-3-methylbenzoate, molecular formula is C9H9ClO2, 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 methyl 4-chloro-3-methylbenzoate (4.0 g, 21.67 mmol) in CCl4 (150 mL) was added NBS (4.6 g, 25.99 mmol) and the suspension was heated at 80 C for 5 min and AIBN (1.78 g, 10.84 mmol) was added. The suspension was continued to stir at 80 C for 16 h. The mixture was cooled to RT and filtered. The filtrate was concentrated to give the crude product, which was purified by silica gel chromatography eluting with EA/petroleum ether from 0% to 3% to give methyl 3-(bromomethyl)-4-chlorobenzoate (4.92 g, 86.6%) as a white oil.

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; BIOTHERYX, INC.; MERCURIO, Frank; CHAN, Kyle, W.H.; SULLIVAN, Robert; ERDMAN, Paul, E.; FUNG, Leah; (105 pag.)WO2018/169777; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 91367-05-4, 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. 91367-05-4 name is Methyl 4-chloro-3-methylbenzoate, 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.

17.0 mL glacial acetic acid, 16.5 mL acetic anhydride and 2.5 mL H2SO4 were cooled in ice bath. Then X13 1.84 g (0.01 mol) and Cr2O3 3 g (0.03 mol) were added in small portion. The mixture was reacted in ice bath for 3 h. The reaction solution was poured into 200.0 mL ice water and stirred vigorously for 30 min. The resulting precipitates were collected by filtration and washed with water (70.0 mL x 3) to afford gray solid which was added into 50.0 mL eggplant flask. 16.0 mL CH3OH, 16.0 mL water and 0.4 mL H2SO4 were added to and refluxed for 30 min. The residue was added into water,and the aqueous layer was extracted with ethyl acetate (3 x 100 mL). The combined ethyl acetate extracts were washed with water (80 mL) and brine (80 mL) respectively, and then dried with anhydrous Na2SO4. When the solvent was evaporated, the yield of yellow solid compound X14 was 1.35 g (68.2 %). mp: 131-133 C. 1H NMR (300 MHz, DMSO-d6): delta 3.90 (s, 3H, OCH3), 7.79 (d, 1H, Ar-H, J = 8.4 Hz), 8.18 (d, 1H, Ar-H, J = 8.4 Hz), 8.35 (s, 1H, Ar-H), 10.34 (s, 1H, CHO). IR (KBr): 3425, 3082, 3003, 2953, 1726, 1720, 1689, 1188, 983, 759 cm-1. MS [M+H]+: 199.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 4-chloro-3-methylbenzoate, and friends who are interested can also refer to it.

Reference:
Article; Jiao, Yu; Xin, Bo-Tao; Zhang, Yanmin; Wu, Jianbing; Lu, Xiaolin; Zheng, Ying; Tang, Weifang; Zhou, Xiang; European Journal of Medicinal Chemistry; vol. 90; (2015); p. 170 – 183;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 91367-05-4, 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 91367-05-4 as follows.

To a solution of methyl 4-chloro-3-methylbenzoate (2.22 g, 12 mmol) in CCl4 (16 mL) was added NBS (2.35 g, 13.2 mmol) and AIBN (0.031 g, 0.19 mmol) and the reaction was refluxed for 3 h. After cooled down, the reaction was filtered and the filtrate was washed with H2O, dried over N yi 3H), 4.628 (s, 2H,), 7.494 (d, IH, /=8.4 Hz), 7.942 (d, IH, /=8.4 Hz), 8.143 (s, IH).

According to the analysis of related databases, 91367-05-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/65093; (2007); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 91367-05-4,Some common heterocyclic compound, 91367-05-4, name is Methyl 4-chloro-3-methylbenzoate, molecular formula is C9H9ClO2, 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 methyl 4-chloro-3-methylbenzoate (5.0 g, 27.0 mmol) in THF (30 ml.) at 00C, LHMDS (1.0 M in THF, 57 ml_, 57 mmol) was added and the solution was allowed to stir for 5 min. A solution of 2-chloro-4-methylpyrimidine (3.47 g, 27.0 mmol) dissolved in THF (8 ml.) was added dropwise at 00C and the reaction mixture was allowed to stir for 30 min. The reaction mixture was quenched at 00C with MeOH (50 ml.) and the solvent was removed in vacuo. The residue was diluted with EtOAc and washed with water. The organic layer was dried over MgSO4, filtered and evaporated. The title compound of Step A was purified by trituration with EtOAc. The title compound of Step A was obtained as a solid in 20% yield (1.5 g). MS (APCI): 281.1 [M+H]+.

The synthetic route of 91367-05-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/32667; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics