Trifluoroacetic acid → HCID 86643200, compound

Participants

Reaction Steps

A solution of tert-butyl 1-phenyl-1,2,3,4-tetrahydroquinolin-3-ylcarbamate (375 mg, 1.16 mmol) in dichloromethane (4 mL) was treated with trifluoroacetic acid (2 mL) at ambient temperature for 3 hours. The solvent was removed under reduced pressure and diethylether added. The solid that formed was filtered and dried to give 1-phenyl-1,2,3,4-tetrahydroquinolin-3-amine TFA salt as a yellow solid (350 mg). M.p.=201-203° C. 1H NMR (DMSO) 400 MHz δ 8.13 (s, br, 2H), 7.46 (m, 2H), 7.34 (m, 2H), 7.23 (m, 2H), 7.15 (m, 1H), 6.99 (m, 1H), 6.77 (dt, J=1.2 and 7.6 Hz, 1H), 6.59 (m, 1H), 3.86 (m, br, 2H), 3.56 (m, 1H), 3.27 (m, 1H), 2.90 (dd, J=5.2 and 12 Hz, 1H). LCMS m/e 225 (M+H).

Provenance & Evidence