Tetrahydrofuran → 5-Cyanomethyl-4-methyl-3-oxothiomorpholine

Participants

Reaction Conditions

Reaction Steps

To a solution of omega-cyano-allyl bromide (9.07 g) in tetrahydrofurane (60 ml) cooled at -65° C. is added a mixture of triethylamine (9.5 ml) and thioglycolic methylamide (6.13 ml). After 15 minutes, cooling is stopped and the mixture is warmed to 0° C. The mixture is diluted with water and extracted with ethyl acetate. The extract is washed with water, dried, and concentrated to give 5-cyanomethyl-4-methyl-3-oxothiomorpholine (6.86 g).

Provenance & Evidence