Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 403696Generated: October 29, 2026

Methanol → Methyl 5-bromo-2-methylbenzoate

https://huagongshe.com/reaction/403696

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant5-Bromo-2-methylbenzoic acidHCID 346004—
SolventEthyl AcetateHCID 8857—
ProductMethyl 5-bromo-2-methylbenzoateHCID 316201—

Reaction Conditions

Temperature0 °C

Reaction Steps

The compound of example 1 (20.3 g, 0.0944 mol) was dissolved in 150 mL methanol and cooled to 0° C. To this reaction mixture, thionyl chloride (28.07 g, 0.236 mol) was added slowly within 15-20 min. The reaction mixture was stirred at room temperature for 2-3 h. After completion of the reaction, MeOH was removed under vacuum. The oily material obtained was dissolved in ethyl acetate and washed with sodium bicarbonate, water and brine and dried over anhydrous sodium sulfate. The organic layer was concentrated to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748426B2
Source datasetuspto-grants-2014_06
ORD IDord-8c8c5fffb10c460997d692650c46e66a
Source noteuspto-grants-2014_06