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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771669Generated: November 1, 2026

Water → Methyl 3-bromo-5-methoxybenzoate

https://huagongshe.com/reaction/1771669

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
Reactant3-Bromo-5-hydroxybenzoic acidHCID 15735511—
ProductMethyl 3-bromo-5-methoxybenzoateHCID 1561822688%

Reaction Steps

A mixture of 3-bromo-5-hydroxy-benzoic acid (3 g, 13.8 mmol, 1.0 eq) and Cs2CO3 (13.5 g, 41.5 mmol, 3.0 eq) in DMF (60 mL) was stirred at room temperature for 1 h. Methyl iodide (4.9 g, 34.6 mmol, 2.5 eq) was added and the reaction was stirred at room temperature overnight. The resulting mixture was poured into water and extracted with EtOAc. The organic extract was washed with water and brine, dried (Na2SO4), filtered and evaporated in vacuo to give the title compound as a colourless oil (3 g, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249085B2
Source datasetuspto-grants-2016_02
ORD IDord-c8cfb49555b64ae7b1767c06c9aa16d6
Source noteuspto-grants-2016_02