反应详情

The mixture of indans from step 2 (1.287 g, approx. 6.1 mmol) in CH2Cl2 (50 mL) was treated with a finely ground mixture of KMnO4 (7.00 g) and CuSO4.xH2O. The resulting mixture was heated at reflux for 89 hours, then cooled to room temperature and filtered through a celite pad. The filtrate was dried over MgSO4, filtered and evaporated under vacuum to an oil (1.155 g). The crude product was purified by chromatography on a Biotage FLASH 12M column, eluting with 10% EtOAc in hexanes, to afford 5-methoxy-3-propyl-1-indanone (0.188 g) as an oil. Other column fractions afforded 6-methoxy-3-propyl-1-indanone, the indan starting materials, and 5-methoxy-1-indanone.

1. temperatureThe resulting mixture was heated
2. temperatureat reflux for 89 hours
3. filtrationfiltered through a celite pad
4. dry with materialThe filtrate was dried over MgSO4
5. filtrationfiltered
6. customevaporated under vacuum to an oil (1.155 g)
7. customThe crude product was purified by chromatography on a Biotage FLASH 12M column
8. washeluting with 10% EtOAc in hexanes