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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 408562Generated: October 27, 2026

Thionyl Chloride → 2-(Chloromethyl)-1-benzothiophene

https://huagongshe.com/reaction/408562

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant2-(Hydroxymethyl)benzo[b]thiopheneHCID 2776335—
Product2-(Chloromethyl)-1-benzothiopheneHCID 12813837—

Reaction Steps

A solution of benzo[b]thiophen-2-yl-methanol (1 eq.) in thionyl chloride was stirred at 20° C. for 1 h. The crude was concentrated under reduced pressure then partitioned between a saturated aqueous solution of NaHCO3 and EtOAc. The organic layer was separated, dried over MgSO4, filtered and concentrated under reduced pressure to afford 2-chloromethyl-benzo[b]thiophene, used as such without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759334B2
Source datasetuspto-grants-2014_06
ORD IDord-3af8ca641c4b4f908efe1476df255b10
Source noteuspto-grants-2014_06