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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 474719Generated: October 25, 2026

Trifluoroacetic acid → Methyl-{2-[4-(3-trifluoromethyl-phenoxy)-phenyl]ethyl}-amine

https://huagongshe.com/reaction/474719

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantMethyl-{2-[4-(3-trifluoromethyl-phenoxy)-phenyl]-ethyl}-carbamic acid tert-butyl esterHCID 67774263—
SolventDichloromethaneHCID 6344—
ProductMethyl-{2-[4-(3-trifluoromethyl-phenoxy)-phenyl]ethyl}-amineHCID 6777515594.4%

Reaction Steps

Methyl-{2-[4-(3-trifluoromethyl-phenoxy)-phenyl]-ethyl}-carbamic acid tert-butyl ester (300 mg, 0.759 mmol, 1 eq) was dissolved in dry DCM (3 ml) under argon atmosphere and TFA (290.6 μl, 5 eq) was added. Reaction mixture was stirred for overnight. In the reaction mixture was added more DCM (15 ml) and was extracted with saturated NaHCO3 (3×15 ml) and brine. Organic layer was dried over anhydrous Na2SO4, filtered and evaporated to give a product methyl-{2-[4-(3-trifluoromethyl-phenoxy)-phenyl]ethyl}-amine (211.5 mg, yield=82.1%, purity=87%). [M+H]+=296.31 1H NMR (300 MHz; CDCl3) δ/ppm 2.44 (s, 3H), 2.74-2.89 (m, 4H), 6.90-6.98 (m, 2H), 7.09-7.22 (m, 4H), 7.27-7.33 (m, 1H), 7.35-7.45 (m, 1H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637536B2
Source datasetuspto-grants-2014_01
ORD IDord-30448f17087844e9b6ce4665196ea062
Source noteuspto-grants-2014_01