Methanol → 4-Benzyl-2-(2-methyl-1,3-dioxolan-2-yl)morpholine

Participants

Reaction Steps

Borane-dimethyl sulfide complex (2.2 ml) was added to a solution of 4-benzyl-2-(2-methyl-1,3-dioxolan-2-yl)-5-oxomorpholine (4.6 g) in tetrahydrofuran (60 ml) under ice-cooling. The mixture was stirred at ambient temperature for 40 hours and methanol (5 ml) was added to the mixture. After 2 hours, the mixture was concentrated under reduced pressure to give a syrup. The syrup was poured into a mixture of water (100 ml) and ethyl acetate (100 ml). The organic layer was separated, dried over magnesium sulfate, and concentrated under reduced pressure to give a syrup. The syrup was subjected to a column chromatography on silica gel (50 g) and eluted with chloroform to give 4-benzyl-2-(2-methyl-1,3-dioxolan-2-yl)morpholine (2.00 g) as a syrup.

Provenance & Evidence