{4-[4-(2-Dimethylaminoethoxy)phenyl]butyl}carbamic acid benzyl ester → 4-[4-(2-Dimethylaminoethoxy)phenyl]butylamine

Participants

Reaction Steps

The protected amine 62 (0.552 g, 1.5 mmol) was stirred with 10% palladium on carbon (0.127 g, wet) in methanol (50 mL) at room temperature for 3.5 h under hydrogen (1 atm). After this time, the catalyst was filtered off and the solvent was removed under reduced pressure to give the free amine 63 (0.27 g, 77%) as a white powder. 1H NMR (300 MHz, CD3OD) δ 1.55 (m, 4H), 2.32 (s, 6H), 2.54 (m, 2H), 2.75 (m, 2H), 4.02 (m, 2H), 6.78 (d, 2H), 7.08 (d, 2H).

Provenance & Evidence