反应详情

4-Bromobenzylalcohol (1.1 g, 5.9 mmoles) in 12 mL of DMF was treated with sodium hydride (260 mg, 60% oil dispersion, 6.5 mmoles) and stirred for 30 minutes. Methyl 2-bromo-4-methylpentanoate (1.1 mL, 6.8 mmoles) was added in one portion and the reaction was stirred overnight. The reaction was diluted with diethyl ether, ethyl acetate, water and sat. aq. bicarbonate. The phases were separated and the organic phase was washed with 2 portions of 1.2 N hydrochloric acid and then brine. The organic phase was dried over anhydrous sodium sulfate and concentrated under reduced pressure to yield a residue which was purified by flash chromatography to afford methyl 2-[(4-bromobenzyl)oxy]-4-methylpentanoate.

1. stirringthe reaction was stirred overnight
2. customThe phases were separated
3. washthe organic phase was washed with 2 portions of 1.2 N hydrochloric acid
4. dry with materialThe organic phase was dried over anhydrous sodium sulfate
5. concentrationconcentrated under reduced pressure
6. customto yield a residue which
7. customwas purified by flash chromatography