4-Cyanophenol → HCID 18650838, compound

Participants

Reaction Steps

Methyl (R,S)-4-[4'-(3"-hydroxy-1"-methylbutoxy)-phenyl]benzoate, which had been obtained from methyl 4(4'-hydroxyphenyl)benzoate and monotosylate of (R,R)-2,4-pentadiol, was chlorinated and hydrolyzed. 0.5 g of the (S,S)-4-[4'-(3"-chloro-1"-methylbutoxy)phenyl]-benzoic acid thus obtained, 0.19 g of 4-cyanophenol, 0.04 g of 4-pyrrolidinopyridine, 0.34 g of dicycylohexylcarbodiimide and 6 ml of methylene chloride were stirred at room temperature for five hours. The dicyclohexyl urea thus precipitated was filtered and the filtrate was desolvated. The obtained crude product was recrystallized from ethyl alcohol to thereby give 0.4 g of the title compound (m.p.: 103.8° C.).

Provenance & Evidence