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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 863313Generated: October 29, 2026

Trifluoroacetic acid → Indoline-3(R,S)-carboxylic acid (N-methyl)amide

https://huagongshe.com/reaction/863313

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant1-(Tert-butoxycarbonyl)indolin-3(R,S)-carboxylic acid (N-methyl)amideHCID 76634804—
SolventDichloromethaneHCID 6344—
ProductIndoline-3(R,S)-carboxylic acid (N-methyl)amideHCID 76443689—

Reaction Steps

3 ml of a 25% solution of trifluoroacetic acid in methylene chloride are added to a solution of 216 mg of 1-(tert-butoxycarbonyl)indoline-3(R,S)-carboxylic acid (N-methyl)amide in 1 ml of methylene chloride at 0° C., while stirring. After 90 min, the mixture is allowed to warm to room temperature and stirring is continued for 2 h. Concentration of the mixture and purification of the crude product over 50 g of silica gel (mobile phase K) gives the title compound: Rf (P)=0.52.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05719141
Source datasetuspto-grants-1998_02
ORD IDord-55df9619015a46a195a4a423f8ce2113
Source noteuspto-grants-1998_02