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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 343277Generated: October 27, 2026

Benzoyl Peroxide → Ethyl 3-Bromomethyl-5-chlorobenzo[b]thiophene-2-carboxylate

https://huagongshe.com/reaction/343277

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl PeroxideHCID 7187—
ReactantN-bromobutanimideHCID 67184—
ReactantEthyl 5-chloro-3-methyl-1-benzothiophene-2-carboxylateHCID 14836260—
SolventCarbon TetrachlorideHCID 5943—
ProductEthyl 3-Bromomethyl-5-chlorobenzo[b]thiophene-2-carboxylateHCID 14836261—

Reaction Steps

A mixture of ethyl 5-chloro-3-methylbenzo(b)thiophene-2-carboxylate (9.0 g, 0.035 mol), N-bromosuccinimide (6.53 g, 0.037 mol) and benzoyl peroxide (130 mg) in carbon tetrachloride (150 ml) was refluxed and illuminated with sunlamp for 2 hours. The resulting suspension was cooled, filtered and the filter cake was triturated with methanol to give 9.9 g, (85%) of the methanol-insoluble ethyl 3-bromomethyl-5-chlorobenzo(b)thiophene-2-carboxylate: mp 148°-150° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05861309
Source datasetuspto-grants-1999_01
ORD IDord-63b1db53595e48458e37f1fae887e54d
Source noteuspto-grants-1999_01