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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2239585Generated: October 31, 2026

Trifluoroacetic acid → 3-(2-Aminoethyl)benzonitrile

https://huagongshe.com/reaction/2239585

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl [2-(3-cyanophenyl)ethyl]carbamateHCID 86617889—
SolventDichloromethaneHCID 6344—
Product3-(2-Aminoethyl)benzonitrileHCID 1181592871.7%

Reaction Steps

tert-Butyl [2-(3-cyanophenyl)ethyl]carbamate (0.949 g, 3.853 mmol) was dissolved in DCM (5 mL) and TFA (4 mL) and stirred at rt for 2 h. The mixture was concentrated and redissolved in EtOAc. The mixture was washed with saturated aqueous K2CO3, dried over Na2SO4, filtered and evaporated affording the title compound (0.40 g, 71.7%). 1H NMR (500 MHz, CDCl3): δ 1.18 (bs, 2H), 2.79 (t, 2H), 3.00 (t, 2H), 7.39-7.47 (m, 2H), 7.50-7.53 (m, 2H); 13C NMR (125 MHz, CDCl3): δ 39.81, 43.42, 112.74, 119.17, 129.47, 130.24, 132.57, 133.66, 141.67.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723333B2
Source datasetuspto-grants-2010_05
ORD IDord-bca7ac4cc7284bf0bcc89c1bfa41f632
Source noteuspto-grants-2010_05