Butanal → N-(naphthalen-2-ylmethyl)butan-1-amine

Participants

Reaction Steps

Following a procedure analogous to that for the synthesis of Intermediate 137, 2-naphthalenemethanamine (500 mg, 3.18 mmol) and butyraldehyde (315 μL, 3.50 mmol) were converted to the title compound (100 mg, 15%). 1H NMR (CDCl3) δ 7.87-7.78 (m, 4H), 7.78-7.69 (br s, 1H), 7.56 (dd, J=8.4, 1.5 Hz, 1H), 7.52-7.43 (m, 2H), 4.06 (s, 2H), 2.78-2.69 (m, 2H), 1.65 (dt, J=15.4, 7.6 Hz, 2H), 1.38-1.23 (m, 2H), 0.88 (t, J=7.4 Hz, 3H); MS(ESI+) m/z 214.1 (M+H)+.

Provenance & Evidence