反应详情

Phosphorus tribromide (3.5 ml) was added, dropwise, to a solution of 5-(2-hydroxyethyl)indane (14.0 g) (FR-A-2139628) in carbon tetrachloride (100 ml). The mixture was stirred at room temperature for 0.5 hour and then heated under reflux for 2 hours. Ice (100 g) was added and the mixture partitioned between dichloromethane and 10% aqueous sodium carbonate. The layers were separated and the aqueous layer extracted with dichloromethane (2×100 ml). The combined dichloromethane extracts were dried (MgSO4) and concentrated in vacuo to give an oil which was purified by column chromatography on silica eluting with dichloromethane. The product-containing fractions were combined and concentrated in vacuo to give the title compound as a colourless oil, yield 10.5 g.

1. temperatureheated
2. temperatureunder reflux for 2 hours
3. customthe mixture partitioned between dichloromethane and 10% aqueous sodium carbonate
4. customThe layers were separated
5. extractionthe aqueous layer extracted with dichloromethane (2×100 ml)
6. dry with materialThe combined dichloromethane extracts were dried (MgSO4)
7. concentrationconcentrated in vacuo
8. customto give an oil which
9. customwas purified by column chromatography on silica eluting with dichloromethane
10. concentrationconcentrated in vacuo