Water → 1-(16-Heptadecenyl)-3,7-dimethylxanthine

Participants

Reaction Conditions

Reaction Steps

To a suspension of sodium theobromine (2.02 g, 10.0 mmol) in dimethylsulfoxide/tetrahydrofuran (2:1, 30 mL) was added 16-heptadecenyl chloride and the reaction stirred for 16 hours at 60° C. The mixture was poured into water (75 mL) and extracted with ethyl acetate (3×75 mL). The organic portions were combined, dried using magnesium sulfate, and the solvent evaporated to give a cream solid. Recrystallization from hot hexane yields 2.31 g (85% yield) 1-(16-Heptadecenyl)-3,7-dimethylxanthine as a white solid.

Provenance & Evidence