3,4-dihydro-2H-pyran → HCID 14978394, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 69.4 g of 4-[(S)-2-hydroxypropionyl]-morpholine in 300 ml of dichloromethane was added 0.82 g of p-toluenesulfonic acid monohydrate, to which 40.3 g of 3,4-dihydro-2H-pyran was added dropwise with ice cooling. The reaction solution was stirred at 0° C. for 30 minutes and washed with an aqueous solution of 5% sodium bicarbonate. The organic layer was dried over magnesium sulfate and concentrated. The residue was purified by silica gel chromatography (eluent; hexane:ethyl acetate=8:1 to ethyl acetate) to give 89.1 g of 4-[(2S)-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)propionyl]morpholine as a pale yellow oil.

Provenance & Evidence