Dicyclohexylcarbodiimide → 4-(2'-Chloro-4-biphenylyl)-2-butanone

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Reaction Steps

4-(2'-Chloro-4-biphenylyl)-2-butanone was prepared analogous to Example 42 from 4-(2'-chloro-4-biphenylyl)-2-butanol by oxidation with dimethyl sulfoxide in the presence of pyridinium trifluoroacetate and N,N'-dicyclohexyl-carbodiimide with a yield of 92% of theory. The colorless crystals melted at 34°-35°C after column-chromatographic purification on silicagel, using benzene/petroleum ether (ratio by volume = 2:1) as eluant, and recrystallization from petroleum ether and ethanol.

Provenance & Evidence