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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1643951Generated: November 3, 2026

Trifluoroacetic acid → 2-(6-Chloro-2-oxo-2,3-dihydrobenzimidazol-1-yl)-3-phenylpropionic acid

https://huagongshe.com/reaction/1643951

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-Butyl 3-(1-tert-butoxycarbonyl-2-phenylethyl)-5-chloro-2-oxo-2,3-dihydrobenzimidazole-1-carboxylateHCID 24901094—
SolventDichloromethaneHCID 6344—
Product2-(6-Chloro-2-oxo-2,3-dihydrobenzimidazol-1-yl)-3-phenylpropionic acidHCID 24901095—

Reaction Steps

950 mg (2.01 mmol) of tert-butyl 3-(1-tert-butoxycarbonyl-2-phenylethyl)-5-chloro-2-oxo-2,3-dihydrobenzimidazole-1-carboxylate (VIIh) were dissolved in dichloromethane (10 ml) and, while stirring at room temperature, trifluoroacetic acid (10 ml) was added. The reaction solution was stirred for 2 h and then the solvent and excess trifluoroacetic acid were removed in vacuo. The residue was taken up again in toluene, concentrated in vacuo and then dried in vacuo. Yield: 609 mg (96%) of white solid

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119676B2
Source datasetuspto-grants-2012_02
ORD IDord-3e43ad44fb73489883d35f3611de2247
Source noteuspto-grants-2012_02