Ethyl 3,3-bis(3-fluorophenyl)acrylate → Ethyl 3,3-bis(3-fluorophenyl)propionate

Participants

Reaction Steps

A solution of ethyl 3,3-bis(3-fluorophenyl)acrylate (38.81 g, 134.8 mmol) in absolute ethanol (300 mL) was hydrogenated in the presence of palladium hydroxide on carbon (5 g wet, Degussa type) at 60 p.s.i. H2 for 30 min at ambient temperature. After this time the reaction was filtered and concentrated to afford 39.08 g (100%) of the title compound as a clear, colorless oil. GC/EI-MS analysis gave a single component: Rt=6.21 min, m/z (rel.int.) 290 (M+,6), 262 (1), 244 (5), 216 (100), 203 (67), 201 (48), 183 (63), 101 (41), 96 (17), and 75 (25).

Provenance & Evidence