Methanol → HCID 6933979, compound

Participants

Reaction Conditions

Reaction Steps

Triethylamine (0.28 ml) was added to a solution of N-hydroxyphthalimide (5.00 g, 30 mmol) and (R)-(−)-epichlorohydrin (2.40 ml, 30.6 mmol) in anhydrous dioxane (10 ml) under nitrogen. The mixture was stirred at 50° C. for 48 h, further (2R)-2-(chloromethyl)oxirane (0.24 ml) and triethylamine (0.28 ml) were added and stirring continued at 50° C. for 24 h. Methanol (10 ml) and further triethylamine (4.27 ml) were added and stirring continued at 50° C. for 2 h. The mixture was evaporated under reduced pressure, the residue dissolved in saturated aqueous sodium bicarbonate solution (100 ml) and extracted with ethyl acetate (6×100 ml). Combined organic extracts were dried over anhydrous magnesium sulfate, filtered and evaporated under reduced pressure. The residue was recrystallised from ethyl acetate to give the sub-title compound (3.4 g).

Provenance & Evidence