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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 29378Generated: October 29, 2026

Chlorosuccinimide → 5-Chloro-4-hydroxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester

https://huagongshe.com/reaction/29378

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
ReactantEthyl 4-hydroxy-3-methyl-1-benzofuran-2-carboxylateHCID 748649—
SolventCarbon TetrachlorideHCID 5943—
Product5-Chloro-4-hydroxy-3-methyl-benzofuran-2-carboxylic acid ethyl esterHCID 6871469748%

Reaction Conditions

Temperature-10 °C

Reaction Steps

To 4-hydroxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester (0.5 g, 2.27 mmol) was added 5 mL of carbon tetrachloride, and the mixture was cooled with an ethanol/ice bath while 1 equivalent of N-chlorosuccinimide was added in small poroom temperatureions. After stirring at −10° C. for 3 h, the reaction mixture was filtered and the filtrate was loaded onto a silica column and chromatographed to give 259 mg (48% yield) of 5-chloro-4-hydroxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07420001B2
Source datasetuspto-grants-2008_09
ORD IDord-0fc63d910416411a986d0923812e180b
Source noteuspto-grants-2008_09