反应详情

In methylene chloride (300 mL), dissolved was 2-methoxy-1-phenylnaphthalene (13.0 g, 55.5 mmol), and 670 mL of boron tribromide solution (1 M in methylene chloride) was added dropwise thereto at −78° C. Reaction was carried out for 3 hours while slowly raising the temperature to ambient temperature. When the reaction was completed, mixture of ice (150 g) and diethyl ether (250 mL) was added thereto. After isolating the organic layer, the aqueous layer was extracted with diethyl ether. The combined organic layer was dried over magnesium sulfate, and evaporated to remove the volatiles. The residue was purified via silica gel column chromatography by using mixed solvent of hexane and methylene chloride to obtain 1-phenylnaphthalen-2-ol (10.0 g, yield: 81.8%) as white solid.

1. additionwas added dropwise
2. customat −78° C
3. customReaction
4. additionwas added
5. customAfter isolating the organic layer
6. extractionthe aqueous layer was extracted with diethyl ether
7. dry with materialThe combined organic layer was dried over magnesium sulfate
8. customevaporated
9. customto remove the volatiles
10. customThe residue was purified via silica gel column chromatography
11. additionby using mixed solvent of hexane and methylene chloride