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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1279613Generated: October 29, 2026

Methyl 2-((tert-butoxycarbonyl)amino)-5-(trifluoromethyl)benzoate → Methyl 2-amino-5-(trifluoromethyl)benzoate

https://huagongshe.com/reaction/1279613

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 2-((tert-butoxycarbonyl)amino)-5-(trifluoromethyl)benzoateHCID 22672049—
SolventDichloromethaneHCID 6344—
SolventTrifluoroacetic acidHCID 6422—
ProductMethyl 2-amino-5-(trifluoromethyl)benzoateHCID 1423380890.1%

Reaction Steps

To a solution of methyl 2-t-butoxycarbonylamino-5-trifluoromethylbenzoate (3.80 g; prepared in Reference Example 27.) in methylene chloride (30 ml), trifluoroacetic acid (6 ml) was added. The mixture was stirred for 8 hours at room temperature. The solvent was distilled off azeotropically with toluene three times. To the reaction mixture, an aqueous sodium hydrogencarbonate solution was added to neutralize. The mixture was extracted with ethyl acetate, washed, dried, filtered and concentrated under the reduced pressure. The residue was purified on silica gel column chromatography (hexane:AcOEt 5:1) to give the title compound (2.35 g) having the following physical data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06448290B1
Source datasetuspto-grants-2002_09
ORD IDord-a2bd2d08473844abbff0505ca8e6035d
Source noteuspto-grants-2002_09