Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 474720Generated: October 31, 2026

Trifluoroacetic acid → 2-[4-(4-Fluorophenoxy)phenyl]ethan-1-amine

https://huagongshe.com/reaction/474720

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant{2-[4-(4-Fluoro-phenoxy)-phenyl]-ethyl}-carbamic acid tert-butyl esterHCID 67776301—
SolventDichloromethaneHCID 6344—
SolventSodium BicarbonateHCID 516892—
Product2-[4-(4-Fluorophenoxy)phenyl]ethan-1-amineHCID 20991921100.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

Entire reaction was performed under argon atmosphere using syringe septa technique. ({2-[4-(4-fluoro-phenoxy)-phenyl]-ethyl}-carbamic acid tert-butyl ester (3.018 mmol, 1 eq) was dissolved in dichloromethane (10 ml) and stirred at 0° C. for 5 min. TFA (15.088 mmol, 5 eq) was added and stirring was continued for overnight. Reaction mixture was diluted with 50 ml NaHCO3 (sat.) and extraction with DCM (3×20 ml) followed. Organic layers were combined and evaporated in vacuo to give 2-[4-(4-fluoro-phenoxy)-phenyl]ethylamine (3.027 mmol, yield=94%, purity=94%). [M+H]+=265.25 1H NMR (300 MHz, CDCl3) δ/ppm 2.86 (s, 2H), 3.09 (s, 2H), 7.01 (d, J=8.7 Hz, 5H), 7.24 (s, 2H), 7.37 (s, 1H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637536B2
Source datasetuspto-grants-2014_01
ORD IDord-acce05acdd0c424f9b6da56902bd9343
Source noteuspto-grants-2014_01