反应详情

To a solution of crude 2-acetyl-2-[2-(tert-butoxycarbonyl)-ethyl]cyclohexanone (see Preparations 1 and 2) (42 g, 0.15 mol) in t-butanol (84 ml) was cautiously added a 30% aqueous hydrogen peroxide solution (21 ml, 0.187 mol) and conc. sulphuric acid (0.25 ml, 98% w/w) at room temperature, maintaining the reaction temperature below 50° C. during the addition. The mixture was stirred at room temperature for 18 hours, partitioned between dichloromethane (100 ml) and water (100 ml), and the layers separated. The dichloromethane layer was washed with 5% aqueous sodium sulphite solution (50 ml), dried over magnesium sulphate, filtered and concentrated under reduced pressure to give a pale yellow solid, (43 g). The solid partially crystallized on standing overnight to provide, after collecting and washing with pentane, the title compound, (15.5 g).

1. temperaturemaintaining the reaction temperature below 50° C.
2. additionduring the addition
3. custompartitioned between dichloromethane (100 ml) and water (100 ml)
4. customthe layers separated
5. washThe dichloromethane layer was washed with 5% aqueous sodium sulphite solution (50 ml)
6. dry with materialdried over magnesium sulphate
7. filtrationfiltered
8. concentrationconcentrated under reduced pressure
9. customto give a pale yellow solid, (43 g)
10. customThe solid partially crystallized
11. waiton standing overnight
12. customto provide
13. customafter collecting
14. washwashing with pentane