5-n-Butylindan-1-one oxime → 5-n-Butylindan-1-ylamine

Participants

Reaction Steps

A suspension of 5-n-butylindan-1-one oxime (0.50 g, 2.46 mmol) and 10% Pd/C (0.50 g) in acetic acid (50 ml) is hydrogenated at 3.5 bar for 16 hours. The reaction is filtered through a Celite™ filter pad and partitioned between ether and water. The organic phase is washed with saturated NaHCO3 then brine and dried (MgSO4). Evaporation affords the title compound. NMR δH 0.85 (t J 7.3 3H), 1.26 (sextet J 7.3 2H), 1.50 (quintet J 7.3 2H), 1.58 (m 1H), 2.10 (br s 1H), 2.40 (m 1H), 2.50 (t J 8.0 2H), 2.70 (m 1H), 2.88 (m 1H), 4.38 (t J 6 1H), 6.95 (m 3H), 7.16 (d J 8.3 2H)

Provenance & Evidence