N-bromobutanimide → HCID 178442491, compound

Participants

Reaction Steps

4,6-dihexylpyrimidin-2-ol (31.2 g, 118 mmol) was dissolved in 375 mL of dimethylformamide, and 21.0 g (118 mmol) of N-bromo-succinimide was added at 3° C., and the mixture was stirred for 2.5 hours. Ice water (500 g) was added, and the mixture was extracted with ethyl acetate, washed with saturated saline, dried over magnesium sulfate and concentrated. The concentrate was purified by re-crystallization from ethanol, and the purity thereof was enhanced by a silica gel column (hexane•ethyl acetate) to obtain 8.4 g (24 mmol) of 5-bromo-4,6-dihexylpyrimidin-2-ol.

Provenance & Evidence