3-(2,4-Difluorophenyl)acrylic Acid → 3-(2,4-difluorophenyl)propanoic Acid

Participants

Reaction Steps

A mixture of 2,4-difluorocinnamic acid (30.0 g, 0.16 mol, Aldrich ) and platinum oxide hydrate (0.5 g, EM Scientific) in 95% ethanol (140 mL) was placed on a Parr hydrogenation apparatus. After the appropriate amount of hydrogen was taken up, the catalyst was filtered and the filtrate was concentrated in vacuo to give 29.7 g (98%) of 3-(2,4-difluorophenyl)propanoic acid as a white solid. Recrystallization of 1.0 g from acetonitrile: water mixtures gave 0.61 g of 3-(2,4-difluorophenyl)propanoic acid as a white solid: mp 104°-106° C.; NMR (DMSO-d6); d 12.2 (br, 1H), 6.98-7.40 (m, 3H), 2.81 (t, 2H), 2.51 (t, 2H).

Provenance & Evidence