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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 83071Generated: October 28, 2026

Ethanol → 3-(Benzo[b]thiophen-3-yloxy)azetidine hydrochloride

https://huagongshe.com/reaction/83071

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant1-Chloroethyl chloroformateHCID 521305—
Reactant1-Benzhydryl-3-(benzo[b]thiophen-3-yloxy)azetidineHCID 68338106—
SolventDichloromethaneHCID 6344—
Product3-(Benzo[b]thiophen-3-yloxy)azetidine hydrochlorideHCID 70926883—

Reaction Conditions

Temperature0 °C

Reaction Steps

1-Chloroethyl chloroformate (67.3 μL, 0.621 mmol) was added to a solution of 1-benzhydryl-3-(benzo[b]thiophen-3-yloxy)azetidine (220 mg, 0.592 mmol) in dichloromethane (5 mL) at 0° C. The reaction mixture was stirred for 2 hours at 0° C. and for 5 hours at room temperature. Ethanol (5 mL) was added and the reaction mixture was stirred for 1 hour at 40° C. After concentration to dryness, the crude mixture was precipitated from a mixture dichloromethane/pentane to afford a pale orange solid (140 mg, quantitative) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846711B2
Source datasetuspto-grants-2014_09
ORD IDord-a1d2f4ada6f64e6d9cdfe4e5131cd6d8
Source noteuspto-grants-2014_09