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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771636Generated: October 25, 2026

Trifluoroacetic acid → 3-Amino-2,4-dimethylphenol

https://huagongshe.com/reaction/1771636

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-butyl N-(3-hydroxy-2,6-dimethylphenyl)carbamateHCID 89443943—
SolventDichloromethaneHCID 6344—
Product3-Amino-2,4-dimethylphenolHCID 1413060897%

Reaction Steps

To a solution of tert-butyl N-(3-hydroxy-2,6-dimethyl-phenyl)carbamate (657 mg, 2.8 mmol, 1.0 eq) in DCM (5 mL) was added TFA (5 mL) and the reaction stirred at room temperature overnight. The solvent was removed in vacuo. The residue was taken up in water and solution adjusted to pH 7 by addition of aqueous NaHCO3. The aqueous phase was extracted with EtOAc and the organic extract dried (Na2SO4), filtered and evaporated in vacuo to give the title compound as a yellow solid (370 mg, 97%) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249085B2
Source datasetuspto-grants-2016_02
ORD IDord-6062873499df4af8bcd7e3e5a88e1a6b
Source noteuspto-grants-2016_02