Hydrochloric Acid → HCID 14890664, compound

Participants

Reaction Steps

To a solution of ethyl 2-cyano-3,3-bis(4-fluorophenyl)-2-propenoate (5.0 g, 16 mmol) in tetrahydrofuran (30 mL) at 0° C. was added a solution of 1 M lithium hydroxide in water (30 ML). Saponification reaction was allowed to proceed at 0° C. for a total of three hours forming a clear homogeneous solution. Crude reaction mixture was made acidic by adding 15 mL of 3 M HCl solution in water and the organic material was extracted twice into diethyl ether. Organic layers were combined, dried over MgSO4 and concentrated under reduced pressure to give a pale solid. Recrystallization from ethyl acetate-hexanes mixture (1:9 v/v) yielded 3.08 g of the title compound; m.p.=180°-181° C. Another 1.37 g of the desired product was also isolated from the mother liquor making the total combined yield of the title compound over 97%.

Provenance & Evidence