Sodium Methoxide → HCID 68466120, compound

Participants

Reaction Steps

To a liquid prepared by dissolving with stirring 5.7 g (0.038 mol, 0.9 eq.) of 2-mercaptobenzimidazole and 9.7 g (0.0504 mol, 1.2 eq.) of a 28% sodium methoxide solution in 120 mL of methanol, a liquid containing 12.0 g of 4-nonyloxy-2-chloromethyl-3-methylpyridine dissolved in 60 mL of methanol was added at 29° C. Subsequently, the mixture was heated to reflux for 0.5 hours and cooled, and then methanol was solid dried under reduced pressure. A brown oily residue resulting therefrom was dissolved in 240 mL of ethyl acetate, and then the organic layer was washed with 120 mL of water. 36 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 16.4 g of pale green brown crystals. The pale green brown crystals were recrystallized from ethyl acetate (10 vol.), to obtain 5.5 g of pale brown crystals (HPLC: 98.8 Area %, yield 32.9%).

Provenance & Evidence