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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1182107Generated: November 3, 2026

Water → Tert-butyl 3-((4-chlorophenyl)(hydroxy)methyl)azetidine-1-carboxylate

https://huagongshe.com/reaction/1182107

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium borohydrideHCID 4311764—
Reactanttert-Butyl 3-(4-chlorobenzoyl)azetidine-1-carboxylateHCID 59446774—
SolventEthanolHCID 702—
ProductTert-butyl 3-((4-chlorophenyl)(hydroxy)methyl)azetidine-1-carboxylateHCID 69358918—

Reaction Steps

A solution of 3-(4-Chloro-benzoyl)-azetidine-1-carboxylic acid tert-butyl ester (62.5 g, 210 mmol) in ethanol (1000 ml) cooled to 10° C. is treated with sodium borohydride (9.5 g, 250 mmol). The reaction mixture is allowed to warm to room temperature and stirred for 2 hours. The reaction mixture is added to water and the precipitate collected by filtration, and dried under vacuum to afford 3-[(4-Chloro-phenyl)-hydroxy-methyl]-azetidine-1-carboxylic acid tert-butyl ester. Mpt 123-125° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07288537B2
Source datasetuspto-grants-2007_10
ORD IDord-0f18db8d7d8444c2831f41243de9be78
Source noteuspto-grants-2007_10