反应详情

1.60 g (6.62 mmol) of epoxide 2j and 2 cm3 (25 mmol) of pyridine were heated to reflux for 24 h. After cooling, the mixture was acidified to pH=1 with 3N HCl, extracted with ether (3×30 cm3), dried over MgSO4, filtered and evaporated down. The crude product was purified by flash chromatography on silica (eluent: ether/petroleum ether=1/99). The following were isolated (in the order of elution): starting epoxide 2j, 0.40 g of transposition ketone 6a (Yld=40%), traces of 2-allyl-2,3-dichloro-3-cyclohexenone 7 (evidence based on GC/mass) and phenol 4f.

1. temperatureto reflux for 24 h
2. temperatureAfter cooling
3. extractionextracted with ether (3×30 cm3)
4. dry with materialdried over MgSO4
5. filtrationfiltered
6. customevaporated down
7. customThe crude product was purified by flash chromatography on silica (eluent: ether/petroleum ether=1/99)
8. customThe following were isolated (
9. washin the order of elution):