Water → HCID 15230636, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of sodium hydride (461 mg, 19.2 mmol) in dimethylsulfoxide (30 mL) was added theobromine (3.45 g, 19.2 mmol). After 15 minutes, the 9-decenylmesylate (2.25 g, 11 mmol) was added and the reaction stirred 18 hours at 25° C., then at 100° C. for 40 minutes. The mixture was then poured into water (100 mL) and extracted with dichloromethane (3×50 mL). The combined organic portions were washed with saturated salt solution (60 mL) and dried over magnesium sulfate. The solvent was evaporated under vacuum to give a white solid residue. Recrystallization in ether yields 3.40 g (56% yield) 1-(9-decenyl)-3,7-dimethylxanthine (inventive compound no. 1563).

Provenance & Evidence