Acetic Acid → HCID 12264293, compound

Participants

Reaction Steps

To a solution of 0.55 g of metallic sodium in 50 ml of anhydrous methanol was added a solution of 6.1 g of methyl 2-hydroxy-3-(4'-fluoro-4-biphenylyl)-3-butenoate in 20 ml of anhydrous methanol. The resulting mixture was refluxed for 20 minutes and then cooled, and the reaction liquid was charged with 5 ml of glacial acetic acid. The mixture was distilled at a low temperature and under reduced pressure to remove the methanol therefrom. To the residue were added ethyl acetate and water, thereby effecting ethyl acetate extraction. The ethyl acetate layer was successively washed with water, aqueous sodium bicarbonate solution and water. The ethyl acetate was removed by distillation under reduced pressure to obtain crude crystals. 5.4 Grams of the crude crystals was recrystallized from ethanol to obtain 4.6 g of methyl 3-methyl-3-(4'-fluoro-4-biphenylyl)-pyruvate, m.p. 100.0°-101.6° C. The yield was 75%.

Provenance & Evidence