Cyclohexyl-5-phenylimidazole

Cyclohexylamine (l.lOg, 11 mmol) is added to a solution of (9) (R = Ph) (1.42 g, 5.0namol) in methanol (25 ml). The slightly exothermic reaction (temperature increases to 30°C) is complete in 30 min. After dilution with water the product is extracted into CH2CI2, and the solvent is dried (MgS04) and concentrated. Vacuum sublimation (twice, O.lmmllg, bath temperature SO-ldO C) gives an oil (1.1 g, 97%) which slowly solidifies, m.p. 50°C. Similarly prepared are 1-t-buty 1-5-phenyl- (82%), l-methyl-5-phcnyl- (87%), l-methyl-5-( -nitrophenyl)- (88%) and l-methyl-5-t-butylimidazoles (46%). 

The above process has been adapted to high-yielding synthesis of some C-5-linkcd imidazole nucleosides [23]. 

Phosphoryl chloride (5.1 g, 33 mmol) is added dropwisc to a mixture of methyl ( )- and ( )-3-bromo-2-formylaminocinnamate [26] (8.52 g, 30 mmol) and 

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