tert-Butyl methyl ether → HCID 178455705, compound

Participants

Reaction Steps

A suspension of 0.977 g of methyltriphenylphosphonium bromide in 12 ml of tert.-butyl methyl ether was treated with 0.308 g of potassium tert.-butylate while stirring and gassing with nitrogen and stirred at room temperature for a further 1.5 hours. The yellow suspension was treated dropwise at 2° C. within 15 minutes with a solution of 0.439 g of trans-4-(3',4'-difluoro-4-biphenylyl)cyclohexanecarboxaldehyde in 12 ml of tert.-butyl methyl ether, stirred at room temperature for a further 1.5 hours and concentrated in a vacuum. Purification of the residue by chomatography on silica gel with methylene chloride and subsequent two-fold recrystallization from hexane gave 0.118 g of pure 4-(trans-4-vinylcyclohexyl)-3',4'-difluorobiphenyl; m.p. (C-N) 97.0° C., cl.p. (N-I) 84.7° C.

Provenance & Evidence