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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 60555Generated: October 27, 2026

Methanol → Methyl 4-Bromo-2-chlorobenzoate

https://huagongshe.com/reaction/60555

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant4-Bromo-2-chlorobenzoic acidHCID 108829—
ProductMethyl 4-Bromo-2-chlorobenzoateHCID 22058730—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 4-bromo-2-chlorobenzoic acid (5 g, 21.2 mmol) in 50 mL of methanol was added thionyl chloride (1.4 mL, 19.8 mmol) drop-wise. The reaction was heated to 60° C. After 3 hours the reaction was allowed to cool back to room temperature and concentrated down to give 4-bromo-2-chlorobenzoic acid methyl ester as an orange liquid. Amount obtained: 4.65 g (95%). LCMS (M/Z): 249 (M+H). 1H NMR (Chloroform-d) δ: 3.92 (s, 3 H) 7.45 (dd, J=8.4, 2.0 Hz, 1 H) 7.63 (d, J=2.0 Hz, 1 H) 7.72 (d, J=8.4 Hz, 1 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440994B2
Source datasetuspto-grants-2016_09
ORD IDord-b419528a08bb49789341d4dafc38a9c9
Source noteuspto-grants-2016_09