反应详情

A mixture of 6.69 g (24.7 mmol) of 1-[2,4-dihydroxy-3-(3-phenylpropyl)phenyl]ethanone, from the preceding example, 5.35 g (31.3 mmol) of benzyl bromide, 14.9 g (0.108 mol) of anhydrous potassium carbonate, 115 mL of dry N,N-dimethylformamide, and 230 mL of acetone was stirred and refluxed for 8 hr. After being cooled, the slurry was filtered with suction and the solids washed well with acetone. The filtrate and washes were combined and concentrated under reduced pressure to give a yellow oil which was chromatographed on silica gel. There was obtained 5.57 g (62.6%) of the desired monoether as a pale-yellow solid. Recrystallization of a sample from hexane-ethyl acetate gave the title compound as colorless needles, mp 115°-116° C.

1. temperaturerefluxed for 8 hr
2. temperatureAfter being cooled
3. filtrationthe slurry was filtered with suction
4. washthe solids washed well with acetone
5. concentrationconcentrated under reduced pressure
6. customto give a yellow oil which
7. customwas chromatographed on silica gel
8. customThere was obtained 5.57 g (62.6%) of the desired monoether as a pale-yellow solid
9. customRecrystallization of a sample from hexane-ethyl acetate