Sodium Hydroxide → HCID 21566267, compound

Participants

Reaction Conditions

Reaction Steps

Ethyl 2-(2', 4'-difluoro-4-biphenylyl)-2-methylmalonate (5.42 g.) was refluxed for 2 hours with a mixture of 2.5N aqueous sodium hydroxide (27 ml.) and ethanol (13.5 ml.). The solution was then evaporated to a small bulk; the solid sodium salt was dissolved in water and the solution acidified with dilute hydrochloric acid. The resulting precipitate of crude 2-(2',4'-difluoro-4-biphenylyl)-2-methylmalonic acid was decarboxylated by heating for 20 minutes at 200°C. The product was purified by preparative layer chromatography using 5% acetic acid/petroleum ether b.p. 60°-80°C. and eluting with ethyl acetate; recrystallisation from petroleum ether b.p. 80°-100°C. gave 2-(2',4'-difluoro-4-biphenylyl)propionic acid, m.p. 125°-127°C.

Provenance & Evidence