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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 899504Generated: October 28, 2026

Benzoyl Peroxide → Methyl 5-(bromomethyl)thiophene-2-carboxylate

https://huagongshe.com/reaction/899504

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl PeroxideHCID 7187—
ReactantN-bromobutanimideHCID 67184—
ReactantMethyl 5-methyl-2-thiophenecarboxylateHCID 580756—
SolventChloroformHCID 6212—
ProductMethyl 5-(bromomethyl)thiophene-2-carboxylateHCID 1142485194.5%

Reaction Conditions

Temperature60 °C

Reaction Steps

N-Bromosuccinimide (Aldrich; 1.70 g, 9.6 mmol) and a catalytic amount of benzoyl peroxide were added to a solution of 5-methyl-thiophene-2-carboxylic acid methyl ester (1.40 g, 9.0 mmol) in chloroform (15 mL). The rection mixture was stirred under argon at reflux (˜60° C.) for 3 h, then filtered through Celite™ and evaporated under reduced pressure to give 5-bromomethyl-thiophene-2-carboxylic acid methyl ester (2 g) as a yellow oil which was used directly in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07355049B2
Source datasetuspto-grants-2008_04
ORD IDord-345edb2b66ea431abe96ca584d03e578
Source noteuspto-grants-2008_04