反应详情

温度

70 °C

The starting material from Example 3, 2-(5-hydroxyhept-1-yl)bicyclo[3.3.0]octan-7-one }hexahydro-4-(5-hydroxyheptyl)-2(1H)-pentalenone} (2.5 g, 10.5 mmoles) is diluted with glacial acetic acid (10 ml) and stirred in a 70° C. water bath for 4 hours. The reaction is cooled to room temperature and partitioned between ether (50 ml) and water (50 ml). The ether layer is separated and the aqueous phase extracted with ether (2×50 ml). The organic layers are combined, neutralized with a solution of saturated sodium bicarbonate, and dried over anhydrous sodium sulfate. The solvent is removed under vacuum leaving a clear yellow oil. The crude product is chromatographed on silica gel and subsequently kugelrohred under vacuum leaving a clear, colorless oil (2.1 g, 7.4 mmoles).

1. temperatureThe reaction is cooled to room temperature
2. custompartitioned between ether (50 ml) and water (50 ml)
3. customThe ether layer is separated
4. extractionthe aqueous phase extracted with ether (2×50 ml)
5. dry with materialdried over anhydrous sodium sulfate
6. customThe solvent is removed under vacuum
7. customleaving a clear yellow oil
8. customThe crude product is chromatographed on silica gel