diethyl 3,4-dihydro-7-[3-(4-nitrophenoxy)propoxy]-4-oxo-8-propyl-2H-1-benzopyran-2,2-dipropanoate → diethyl 7-[3-(4-aminophenoxy)propoxy]-3,4-dihydro-4-oxo-8-propyl-2H-1-benzopyran-2,2-dipropanoate

Participants

Reaction Steps

A solution of 363 mg (0.62 mmol) of the title product of Example 38 in 45 ml of ethanol was treated with 36 mg of Raney nickel and then hydrogenated at atmospheric pressure and room temperature for 3.25 hr. The reaction mixture was filtered and the solvent was removed under reduced pressure. Chromotography of the residue over silica gel using 50-50 ethyl acetate/hexane as eluent gave the title compound as a white solid, m.p. 125.5°-127° C.

Provenance & Evidence