Sodium Methoxide → HCID 68469300, compound

Participants

Reaction Steps

To a liquid prepared by dissolving with stirring 6.8 g (0.045 mol, 0.9 eq.) of 2-mercaptobenzimidazole and 11.6 g (0.06 mol, 1.2 eq.) of a 28% sodium methoxide solution in 150 mL of methanol, a liquid containing 15.0 g of 4-decyloxy-2-chloromethyl-3-methylpyridine dissolved in 75 mL of methanol was added at 30° C. Subsequently, the mixture was heated to reflux for 0.5 hours and cooled, and then methanol was solid dried under reduced pressure. An orange-colored oily residue resulting therefrom was dissolved in 300 mL of ethyl acetate, and then the organic layer was washed with 150 mL of water. 45 g of silica gel was added with stirring to the organic layer, subsequently the silica gel was removed by filtration, and then the filtrate was concentrated to dryness under reduced pressure, to obtain 18.5 g of pale orange crystals. The pale orange crystals were recrystallized from ethyl acetate (10 vol.), to obtain 9.7 g of pale orange crystals (HPLC: 99.6 Area %, yield 47.1%).

Provenance & Evidence