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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 415156Generated: October 29, 2026

Thionyl Chloride → Benzyl 2-(4-(chlorocarbonyl)-3-fluorophenyl)pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/415156

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant4-(1-(Benzyloxycarbonyl)pyrrolidin-2-yl)-2-fluorobenzoic acidHCID 66621304—
SolventDichloromethaneHCID 6344—
ProductBenzyl 2-(4-(chlorocarbonyl)-3-fluorophenyl)pyrrolidine-1-carboxylateHCID 86633086100.1%

Reaction Steps

To a stirred solution of 4-(1-(benzyloxycarbonyl)pyrrolidin-2-yl)-2-fluorobenzoic acid (8.4 g, 24.5 mmol) in anhydrous dichloromethane (300 mL) was added dropwise thionyl chloride (2.2 mL, 29.4 mmol) at 0° C. After the addition, the reaction mixture was stirred at room temperature overnight. The solvent was removed in vacuo to give benzyl 2-(4-(chlorocarbonyl)-3-fluorophenyl)pyrrolidine-1-carboxylate (8.87 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088760B2
Source datasetuspto-grants-2012_01
ORD IDord-8f7b02b5e249469ead070e44813ebc81
Source noteuspto-grants-2012_01