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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 919137Generated: October 26, 2026

Trifluoroacetic acid → N-(2-aminoethyl)-2-hydroxy-N-methylbenzamide

https://huagongshe.com/reaction/919137

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-butyl 2-(2-hydroxy-N-methylbenzamido)ethylcarbamateHCID 59193319—
SolventDichloromethaneHCID 6344—
ProductN-(2-aminoethyl)-2-hydroxy-N-methylbenzamideHCID 59193345378.6%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of tert-butyl 2-(2-hydroxy-N-methylbenzamido)ethylcarbamate (0.2 g, 0.68 mmol) in CH2Cl2 (5 mL) at 0° C. was added trifluoroacetic acid (1.8 mL, 23.4 mmol). The mixture was stirred (0° C., 16 h), concentrated under reduced pressure and neutralized with saturated NH3 in CH3OH. The mixture was concentrated under reduced pressure to afford N-(2-aminoethyl)-2-hydroxy-N-methylbenzamide as a colorless oil (0.5 g). This compound was used in the next step without further purification. Mass calculated for C10H14N2O2=194.23. found: [M+H]+=195.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09272984B2
Source datasetuspto-grants-2016_03
ORD IDord-7ca81ad246e24a8a8f55c7b11f69342e
Source noteuspto-grants-2016_03