ChemicalBook CAS DataBase List Methyl 2-bromobenzoate

Methyl 2-bromobenzoate synthesis

15synthesis methods

Product Name:Methyl 2-bromobenzoate
CAS Number:610-94-6
Molecular formula:C8H7BrO2
Molecular Weight:215.04

88-65-3
341 suppliers
$5.00/5g

119-36-8 Synthesis

119-36-8
1001 suppliers
$5.00/10g

610-94-6
304 suppliers
$13.00/25g

69-72-7 Synthesis

69-72-7
1248 suppliers
$5.00/10g

Yield:610-94-6 91%

Reaction Conditions:

Stage #1:2-bromobenzoic-acid with potassium carbonate in N,N-dimethyl acetamide at 110; for 0.5 h;
Stage #2:methyl salicylate at 110; for 24 h;

Steps:

Methyl 2-Methoxybenzoate (3a); Typical Procedure
General procedure: A mixture of 2-methoxybenzoic acid (3.8 g, 25 mmol) and K₂CO₃(2.07 g, 15 mmol) in DMA (50 mL) was stirred at 110 °C for 0.5 h. Methyl salicylate (5.70 g, 37.5 mmol) was added and the resulting mixture was stirred for 24 h. The solvent was then removed in vacuo. After cooling to r.t., K₂CO₃ (2.42 g, 17.5 mmol) and water (50mL) were added to hydrolyze the excess methyl salicylate. The resulting mixture was heated at 60 °C until methyl salicylate disappeared on TLC. Then, the solution was extracted with EtOAc (3 ×20 mL). The organic layer was washed with water, sat. aq NaCl solution,and dried (anhyd MgSO₄). Evaporation of solvent in vacuoafforded methyl 2-methoxybenzoate (3.82 g, 92%). More than 90% of salicylic acid was recovered as a white precipitate by acidifying the aqueous phase with 1 M HCl.

References:

Chen, Si;Jia, Lei;Li, Xiaonan;Luo, Meiming [Synthesis,2014,vol. 46,# 2,art. no. SS-2013-H0569-OP,p. 263 - 268]

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75-91-2 Synthesis