反应详情

A solution of the product of Example 30 (6 g, 22.1 mmol) was dissolved in 100 mL THF. Raney nickel washed with acetone (2×5 mL) and THF (3×5 mL) was added and the reaction vessel purged with hydrogen. The reaction was stirred for 3 hours and freshly rinsed catalyst added. After 90 minutes, the reaction was complete. The catalyst was removed by filtration, washed with THF, and the filtrate evaporated. The residue was dissolved in 100 mL acetic anhydride and stirred for 72 hours. Excess acetic anhydride was removed in vacuo and the solid residue washed with ether. The solid was dissolved in chloroform and washed with saturated sodium bicarbonate. The organic layer was dried over magnesium sulfate, filtered, and evaporated. The solid was washed with ether and dried to give 5.03 g (80%) of the desired product, mp 192-194° C. (dec).

1. washRaney nickel washed with acetone (2×5 mL) and THF (3×5 mL)
2. additionwas added
3. customthe reaction vessel purged with hydrogen
4. additionfreshly rinsed catalyst added
5. waitAfter 90 minutes
6. customThe catalyst was removed by filtration
7. washwashed with THF
8. customthe filtrate evaporated
9. dissolutionThe residue was dissolved in 100 mL acetic anhydride
10. stirringstirred for 72 hours
11. customExcess acetic anhydride was removed in vacuo
12. washthe solid residue washed with ether
13. dissolutionThe solid was dissolved in chloroform
14. washwashed with saturated sodium bicarbonate
15. dry with materialThe organic layer was dried over magnesium sulfate
16. filtrationfiltered
17. customevaporated
18. washThe solid was washed with ether
19. customdried