Propionyl chloride → N-(1-Benzyl-piperidin-3-yl)-N-phenyl-propionamide

Participants

Reaction Steps

To the crude (1-benzyl-piperidin-3-yl)-phenyl-amine (164) (1.11 g) in CH2Cl2 (5 ml) at 0° C. was added i-Pr2NEt (1.45 ml) and propionyl chloride (0.54 ml). The mixture was stirred for 2 hr. The mixture was diluted with CH2Cl2 (20 ml), washed with sat. NaHCO3 (2×10 ml), brine (10 ml) and water (10 ml) and dried with Na2SO4. After filtration, the filtrate was concentrated under vacuum. The residue was purified by silica gel chromatography (0.5% to 2% MeOH in CH2Cl2) to give 165 as a colorless oil. LRMS (calculated for C21H26N2O) 322, found 322; IR (film) 3059, 2937, 2863, 2797, 1657, 1594, 1499, 1390, 1264, 1101, 1074, 739, 703 cm−1.

Provenance & Evidence