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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 381331Generated: October 26, 2026

Thionyl bromide → Methyl 2-bromo-2-(6-chloro-1,3-benzodioxol-5-yl)acetate

https://huagongshe.com/reaction/381331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl bromideHCID 68176—
ReactantMethyl 2-(6-chloro-1,3-benzodioxol-5-yl)-2-hydroxyacetateHCID 22467215—
SolventTolueneHCID 1140—
ProductMethyl 2-bromo-2-(6-chloro-1,3-benzodioxol-5-yl)acetateHCID 22467204—

Reaction Steps

Thionyl bromide (3.7 ml) was added to a stirred solution of methyl 2-(6-chloro-1,3-benzodioxol-5-yl)-2-hydroxyacetate from step (a) (7.8 g, 32 mmol) in toluene (50 ml) at ambient temperature. After 6 hours the reaction mixture was evaporated in vacuo, and the residue was flash chromatographed using dichloromethane as eluant, followed by crystallisation from diisopropylether to give the subtitle compound (7.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06306852B1
Source datasetuspto-grants-2001_10
ORD IDord-c2aaab0d0734440aa05ae78f78c73140
Source noteuspto-grants-2001_10