1,3-Dimethyl-2-imidazolidinone → 4-(4-Methylphenoxy)-1,1′-biphenyl

Participants

Reaction Steps

A mixture of 340 g of p-phenylphenol, 630 g of p-chlorotoluene, 68 g of 1,3-dimethyl-2-imidazolidinone and 81.0 g of sodium hydroxide was stirred at 160° to 168° C., and the water was separated azeotropically was removed by means of a trap. After adding 5.0 g of 8-hydroxyquinoline-copper complex, the mixture was further stirred at 155° to 165° C. for 15 hours. GLC analysis showed that the conversion of p-phenylphenol to the desired product was 98%. The same after treatment as in Example 1 gave 490 g of a crude product in 94% yield. It was dissolved in isopropyl alcohol, decolorized with active carbon and clay, and recrystallized to give 4-biphenylyl p-tolyl ether as white crystals melting at 97° to 98° C.

Provenance & Evidence