反应详情

温度

12.5 °C

The diketone described in Preparation 5 (700 g, 4.6 mol) was dissolved in dichloromethane (7 L) with chlorotrimethylsilane (549 g, 5.08 mol), at room temperature. The solution was stirred for 45 minutes, after which time it was cooled to 10 to 15° C. N-chlorosuccinimide (614 g, 4.6 mol) was then added portion-wise, keeping the temperature between 10 and 15° C. The reaction was then warmed to room temperature and stirred for a further 30 minutes. The reaction slurry was then filtered and the organic solution was washed twice with 2M hydrochloric acid (2×1.8 L), followed by two washes with water (2×4.6 L). The organic layer was then dried over anhydrous magnesium sulphate before being concentrated to an oil under vacuum to provide the title compound as a 2:3 mixture of keto:enol tautomers. (780 g, 91%)

1. customthe temperature between 10 and 15° C
2. temperatureThe reaction was then warmed to room temperature
3. stirringstirred for a further 30 minutes
4. filtrationThe reaction slurry was then filtered
5. washthe organic solution was washed twice with 2M hydrochloric acid (2×1.8 L)
6. dry with materialThe organic layer was then dried over anhydrous magnesium sulphate
7. concentrationbefore being concentrated to an oil under vacuum