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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 245685Generated: October 29, 2026

Oxalyl chloride → Benzyl 3-(chlorocarbonyl)azetidine-1-carboxylate

https://huagongshe.com/reaction/245685

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
Reactant1-[(Benzyloxy)carbonyl]azetidine-3-carboxylic acidHCID 10988214—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductBenzyl 3-(chlorocarbonyl)azetidine-1-carboxylateHCID 86674648102.6%

Reaction Steps

To a solution of 1-(benzyloxycarbonyl)azetidine-3-carboxylic acid (21.25 mmol, 5 g) in dichloromethane (60 ml) under a nitrogen atmosphere were added N,N-dimethylformamide (1.063 mmol, 0.083 ml) and oxalyl chloride (2M solution in dichloromethane, 25.00 mmol, 12.5 ml). After stirring at room temperature for two hours the reaction mixture was concentrated in vacuo to give 5.53 gram of crude benzyl 3-(chlorocarbonyl)azetidine-1-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658794B2
Source datasetuspto-grants-2014_02
ORD IDord-2168f576f3204af9ab23bec4b2d50b4c
Source noteuspto-grants-2014_02