Water → 7-Benzyl-1-butoxymethyl-3-isopropylxanthine

Participants

Reaction Steps

0.583 g (4.22 mmol) of potassium carbonate was added at 60° C. to a suspension of 0.75 g (2.64 mmol) of 7-benzyl-3-isopropylxanthine from stage a) in 20 ml of dimethylformamide and the mixture was stirred at this temperature for one hour. 0.42 g (3.43 mmol) of butoxymethyl chloride was then added dropwise and the mixture was stirred at 80° C. for 6 hours. A further 0.11 g (0.87 mmol) of butoxymethyl chloride was then added and the mixture was stirred again for 5 hours. 20 ml of water were then added, the mixture was extracted three times using 30 ml of methyl tert-butyl ether each time, and the combined organic phases were washed twice with 20 ml of water each time, dried using magnesium sulfate and concentrated under reduced pressure. The crude product was purified by flash chromatography on a silica gel column, heptane/ethyl acetate (2/1).

Provenance & Evidence