反应详情

A suspension of the product from Step C (4.47 g, 11.6 mmol), potassium carbonate (2.25 g, 16 mmol), and epibromohydrine (1.59 mL, 19 mmol) in acetone (230 mL) was heated at reflux for 20 h. Additional epibromohydrine (1.5 mL, 17.9 mmol) was added and the mixture heated at reflux for 18 h. The solid was removed by filtration and the filtrate was concentrated to an oil which was dissolved in EtOAc (150 mL). This solution was washed with saturated aqueous ammonium acetate (150 mL), dried (MgSO4), and evaporated to a residue which was purified by chromatography (silica, 2% to 10% EtOAc/hexane) to afford an oil (3.77 g, 74%): LC/MS (+APCI) m/z 441, 443 (M+H).

1. temperaturewas heated
2. temperatureat reflux for 20 h
3. temperaturethe mixture heated
4. temperatureat reflux for 18 h
5. customThe solid was removed by filtration
6. concentrationthe filtrate was concentrated to an oil which
7. dissolutionwas dissolved in EtOAc (150 mL)
8. washThis solution was washed with saturated aqueous ammonium acetate (150 mL)
9. dry with materialdried (MgSO4)
10. customevaporated to a residue which
11. customwas purified by chromatography (silica, 2% to 10% EtOAc/hexane)