Acetic Acid → 1-(16-Acetoxy-17-bromoheptadecyl)-3,7-dimethylxanthine

Participants

Reaction Steps

1-(16,17-Dihydroxyheptadecyl)-3,7-dimethylxanthine (1.10 g, 2.44 mmol) was stirred with HBr (3.50 mL of a 30% solution in acetic acid, 17.1 mmol) for 4 hours. The mixture was then added over 10 minutes to water (50 mL),and NaHCO3 (10 g) and stirred for 30 minutes. The reaction mixture was extracted with dichloromethane (3×30 mL), the combined organic phases were dried using magnesium sulfate and the solvent was evaporated to obtain a residue of 1-(16-acetoxy-17-bromoheptadecyl)-3,7-dimethylxanthine.

Provenance & Evidence