反应详情

In a manner analogous to Example 3(b), 0.95 g (10 mmoles) of phenol in 10 ml of THF are treated with 332 mg (11 moles) of sodium hydride (80% in oil). There is then slowly introduced a solution of 3.2 g (10 mmoles) of 3-(1-adamantyl)-4-methoxybenzoyl chloride in 30 ml of THF. The reaction is permitted to proceed at ambient temperature for 4 hours. The reaction medium is poured into water, extracted with ethyl ether, washed with water, dried on magnesium sulfate and evaporated. The residue is chromatographed on silica, eluting with a 60:40 mixture of hexane and dichloromethane. After evaporation and precipitation in hexane, 3 g (83% yield) of the expected ester having a melting point of 165°-166° C. are isolated.

1. extractionextracted with ethyl ether
2. washwashed with water
3. customdried on magnesium sulfate
4. customevaporated
5. customThe residue is chromatographed on silica
6. washeluting with a 60:40 mixture of hexane and dichloromethane
7. customAfter evaporation and precipitation in hexane