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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1643933Generated: November 1, 2026

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

https://huagongshe.com/reaction/1643933

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl 3-tert-butoxycarbonylmethyl-5-chloro-2-oxo-2,3-dihydrobenzimidazole-1-carboxylateHCID 66754580—
SolventDichloromethaneHCID 6344—
Product(6-Chloro-2-oxo-2,3-dihydrobenzimidazol-1-yl)acetic acidHCID 10704472—

Reaction Steps

1.92 g (5.02 mmol) of tert-butyl 3-tert-butoxycarbonylmethyl-5-chloro-2-oxo-2,3-dihydrobenzimidazole-1-carboxylate (VIIg) were dissolved in dichloromethane (40 ml) and, while stirring at room temperature, trifluoroacetic acid (15 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: 1.50 g (100%) of white solid

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119676B2
Source datasetuspto-grants-2012_02
ORD IDord-ef14594a894745ab8332715ab4400808
Source noteuspto-grants-2012_02