Water → N-Cyclohexyl-N-(2,2-dimethoxyethyl)-3-(3-formylphenethoxy)propanamide

Participants

Reaction Conditions

Reaction Steps

To 3-(3-cyanophenethoxy)-N-cyclohexyl-N-(2,2-dimethoxyethyl)propanamide [Example 10, Step i)] (600 mg) in acetic acid (6 mL), pyridine (9 mL) and water (6 mL) was added sodium hypophosphite monohydrate (1964 mg) and Raney (R) nickel (397 mg). The reaction was heated to 45° C. under nitrogen for 2 h, then cooled to room temperature, filtered and washed with water/ethyl acetate. The filtrate was diluted with ethyl acetate, which was washed with water then dried over brine, filtered and the solvent removed. The residue was azeotroped once with ethanol to afford a light yellow oil (600 mg). MS [M+H-MeOH]+=360 (MultiMode+)

Provenance & Evidence