Реакция #1103

Уравнение реакции

water

benzyltriphenylphosphonium bromide

butyllithium

4-(4-oxocyclohexylamino)-3-methoxy-2-methylpyridine

→

4-(4-Benzylidenecyclohexylamino)-3-methoxy-2-methylpyridine

Растворители

hexane

DMSO

ethylene glycol dimethyl ether

Условия реакции

Обработка

1. 1
   Другоеare deprotonated at 10° to 20° C.
2. 2
   Экстракцияextracted with methylene chloride
3. 3
   ДругоеThe product is purified by column chromatography on silica gel (eluent: ethanol)

Методика

7.8 g of benzyltriphenylphosphonium bromide in 50 ml of ethylene glycol dimethyl ether are deprotonated at 10° to 20° C. using 11 ml of 1.6 molar butyllithium solution in hexane. After 30 minutes 1.3 g of 4-(4-oxocyclohexylamino)-3-methoxy-2-methylpyridine are added dropwise in 10 ml of DMSO. After 5 hours at 40° to 50° C. the mixture is poured into water and extracted with methylene chloride. The product is purified by column chromatography on silica gel (eluent: ethanol). 0.6=41%; m.p.: 120° C.

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