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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2064079Generated: October 30, 2026

Trifluoroacetic acid → 6-[(1-Methylethyl)oxy]-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one

https://huagongshe.com/reaction/2064079

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant1,1-Dimethylethyl 4-{6-[(1-methylethyl)oxy]-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl}-1-piperidinecarboxylateHCID 57423918—
SolventDichloromethaneHCID 6344—
Product6-[(1-Methylethyl)oxy]-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-oneHCID 5742391989.4%

Reaction Steps

A solution of 1,1-dimethylethyl 4-{6-[(1-methylethyl)oxy]-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl}-1-piperidinecarboxylate (D49, 351 mg, 0.93 mmol) in dichloromethane (5 ml) was treated with trifluoroacetic acid (3 ml) and stirred under argon for 1 hr. The mixture was concentrated under vacuum and the residue treated with 10% Na2CO3 solution and extracted with ethyl acetate (×3). The combined extract was concentrated under vacuum to leave the title compound as an orange oil (229 mg, 89%). M++H=276.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288413B2
Source datasetuspto-grants-2012_10
ORD IDord-3b3b3fc8cd994b4da34ff98fc9782191
Source noteuspto-grants-2012_10