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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 415247Generated: October 28, 2026

Thionyl Chloride → 1-Pyrrolidinecarboxylic acid, 2-(chlorocarbonyl)-, phenylmethyl ester

https://huagongshe.com/reaction/415247

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantN-(Carbobenzyloxy)-DL-prolineHCID 232388—
SolventDichloromethaneHCID 6344—
Product1-Pyrrolidinecarboxylic acid, 2-(chlorocarbonyl)-, phenylmethyl esterHCID 9860153—

Reaction Steps

To a stirred solution of compound 2.0 g of 1-(benzyloxycarbonyl)pyrrolidine-2-carboxylic acid (1.0 g, 4.01 mmol) in anhydrous dichloromethane (10 mL) was added dropwise thionyl chloride (0.573 g, 4.81 mmol) at 0° C. After the addition, the solution was stirred at room temperature overnight. Solvent was removed in vacuum to give benzyl 2-(chlorocarbonyl)pyrrolidine-1-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088760B2
Source datasetuspto-grants-2012_01
ORD IDord-8c645471c97d446f86e03a2c8d941a2c
Source noteuspto-grants-2012_01