3,4-Methylenedioxy-6-nitrocinnamic acid → 7,8-dihydro-5H-[1,3]dioxolo[4,5-g]quinolin-6-one

Participants

Reaction Steps

3-(4,5-methylenedioxy-2-nitrophenyl)acrylic acid (10 g, 42 mmol) in 50 ml dry DMF, 450 ml absolute ethanol and 1.5 ml conc. HCl was reduced catalytically at 1 atm., 22° C., using 1.5 g 5% palladium on carbon to give 6.5 g 6,7-methylenedioxy-1,2,3,4-tetrahydro-2-oxoquinoline as light brown crystals, which was used without further purification.

Provenance & Evidence