1-(2-chloro-4-(1-pentyloxy)benzyl)-4-ethenyl-2-methyl-1H-imidazole-5-carbaldehyde → 1-(2-chloro-4-(1-pentyloxy)benzyl)-4-ethyl-2-methyl-1H-imidazole-5-carbaldehyde

Participants

Reaction Steps

1-(2-Chloro-4-(1-pentyloxy)benzyl)-4-ethenyl-2-methyl-1H-imidazole-5-carbaldehyde (575 mg) was dissolved in 1,4-dioxane (6 ml) and palladium carbon (50 mg) was added. The mixture was stirred under a hydrogen atmosphere for 1.5 hr. The reaction mixture was filtered through celite. Water was added to the filtrate and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was applied to silica gel column chromatography and eluted with chloroform/ethyl acetate=2/1. The objective fraction was concentrated under reduced pressure to give 1-(2-chloro-4-(1-pentyloxy)benzyl)-4-ethyl-2-methyl-1H-imidazole-5-carbaldehyde (283 mg) as a black brown oil.

Provenance & Evidence