反应详情

A mixture of 3.10 g of 1-(2,4-dihydroxy-3-propylphenyl)ethanone, 3.13 g of 1-bromo-6-chloro-2-hexyne and 3.30 g of anhydrous potassium carbonate in 35 ml of anydrous acetone was stirred at reflux for 2.5 hours. The solvent was removed in vacuo, water was added to the residue and the pH was adjusted to 4.0. The product was extracted with ether and the dried (over magnesium sulfate) extract was chromatographed on 250 g of silica gel. Elution with 25% ethyl acetate-hexane gave 4.30 g (88% yield) of 6-(4-acetyl-3-hydroxy-2-propylphenoxy)-1-chloro-4-hexyne, the titled compound.

1. temperatureat reflux for 2.5 hours
2. customThe solvent was removed in vacuo, water
3. additionwas added to the residue
4. extractionThe product was extracted with ether
5. dry with materialthe dried (over magnesium sulfate)
6. extractionextract
7. customwas chromatographed on 250 g of silica gel
8. washElution with 25% ethyl acetate-hexane