Category: 35450-37-4

Synthetic Route of 35450-37-4, 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. 35450-37-4, name is Methyl 3-bromo-4-methoxybenzoate, This compound has unique chemical properties. The synthetic route is as follows.

Step 1 To a 250 mL RBF was added methyl 3-bromo-4-methoxybenzoate (4.0 g, 16.3 mmol). The flask was flushed with N2. THF (60 mL) was added, followed by allylmagnesium bromide (39.2 mL, 39.2 mmol, 1.0 M in ether) at 0 C. via a syringe over 10 mins. The resulting reaction mixture was stirred at 0 C. for 2 hrs. It was quenched by addition of 50 mL sat. NH4Cl at 0 C. and 100 mL of water. The product was extracted with EtOAc (3*100 mL). Organics were washed with 100 mL brine, dried over sodium sulfate, filtered, and concentrated to give 4-(3-bromo-4-methoxyphenyl)hepta-1,6-dien-4-ol (5.0 g) as a colorless oil. 1H NMR (500 MHz, CDCl3:) delta 7.61 (s, 1H), 7.30 (d, 1H), 6.88 (d, 1H), 5.63 (m, 2H), 5.12 (d, 4H), 3.93 (s, 3H), 2.65 (m, 2H), 2.53 (m, 2H).

The chemical industry reduces the impact on the environment during synthesis Methyl 3-bromo-4-methoxybenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shao, Pengcheng Patrick; Sun, Wanying; Katipally, Revathi Reddy; Vachal, Petr; Ye, Feng; Liu, Jian; Sha, Deyou; US2013/109649; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 35450-37-4, A common heterocyclic compound, 35450-37-4, name is Methyl 3-bromo-4-methoxybenzoate, molecular formula is C9H9BrO3, 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 mixture of methyl 3-bromo-4-methoxybenzoate (0.90 g, 3.67 mmol), [4-(2-ethoxyethoxy)-2,6-dimethylphenyl]boronic acid (0.87 g, 3.67 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.13 g, 0.15 mmol), 2-(dicyclohexylphosphino)biphenyl (79 mg, 0.22 mmol), tripotassium phosphate (1.56 g, 7.34 mmol) and toluene (20 mL) was stirred under a nitrogen atmosphere at 90C for 18 hr. After cooling the reaction mixture, the insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=9/1-hexane/ethyl acetate=1/1) to give the title compound (0.71 g, yield 54%) as a yellow oil. MS (ESI+): 359 (M+H).

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; Takeda Pharmaceutical Company Limited; EP1726580; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 35450-37-4, A common heterocyclic compound, 35450-37-4, name is Methyl 3-bromo-4-methoxybenzoate, molecular formula is C9H9BrO3, 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 4′- (2-ethoxyethoxy)-6-methoxy-2′, 6′-dimethylbiphenyl-3- carboxylate A mixture of methyl 3-bromo-4-methoxybenzoate (0.90 g, 3.67 mmol), [4- (2-ethoxyethoxy)-2, 6-dimethylphenyl] boronic acid (0.87 g, 3.67 mmol), tris (dibenzylideneacetone) dipalladium (0) (0.13 g, 0.15 mmol), 2- (dicyclohexylphosphino) biphenyl (79 mg, 0.22 mmol), tripotassium phosphate (1.56 g, 7.34 mmol) and toluene (20 mL) was stirred under a nitrogen atmosphere at 90C for 18 hrs. The reaction mixture was cooled and insoluble material was filtered off. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=9/1-hexane/ethyl acetate=1/1) to give the title compound (0.71 g, yield 54%) as a yellow oil. MS (ESI+): 359 (M+H)

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; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2005/63729; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics