4-Aminobiphenyl → HCID 19751600, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 5.3 grams of 4-aminobiphenyl, 25.0 grams of m-chloroiodobenzene and 16.5 grams of potassium carbonate in 150 milliliters of dimethyl sulfoxide was mechanically stirred and heated to 110° C. in a round-bottomed flask fitted with a reflux condenser under a nitrogen atmosphere. Subsequently, 9.5 grams of copper bronze powder was added, and the temperature of the reaction mixture was raised to 170° C. After 48 hours, the reaction mixture was filtered while still hot, and the filtrate was evaporated under reduced pressure to provide a viscous oil. Purification by column chromatography on neutral alumina using a mixture of methylene chloride and hexane (1:10) as the eluent afforded 7.9 grams of analytically pure bis(m-chlorophenyl)-4-biphenylylamine.

Provenance & Evidence