反应详情

To cold (0° C.) trifluoroacetic acid (50 mL) was added N-tert-butoxycarbonyl-O-(mesitylsulfonyl)hydroxylamine (16.09 g, 51 mmol) in portions over about 15 minutes. The solution was then stirred for about 15 minutes at room temperature. The solution was poured into ice water (250 mL) and the resulting white precipitate was collected by filtration and air-dried for 5 minutes. The solid was dissolved in chloroform (100 mL) and this solution was dried over anhydrous magnesium sulfate. The magnesium sulfate was removed by filtration and the filtrate was added to a solution of 2-picoline (5.0 g, 54 mmol) in chloroform (5 mL). The mixture was stirred for 45 min and then filtered. To the filtrate was added diethyl ether (225 ml) and the product allowed to precipitate. The solid was collected by filtration, washed with diethyl ether (50 mL) and dried to give the title compound as a white solid, 12.9 g (82%). 1H NMR (CDCl3) δ 9.45 (d, 1H), 8.4 (br s, 2H), 7.84 (t, 1H), 7.55 (t, 1H), 7.50 (d, 1H), 6.80 (s, 2H), 2.81 (s, 3H), 2.62 (s, 6H), 2.25 (s, 3H). MS (+ve electrospray) 109 (100), (M+).

1. filtrationthe resulting white precipitate was collected by filtration
2. customair-dried for 5 minutes
3. dissolutionThe solid was dissolved in chloroform (100 mL)
4. dry with materialthis solution was dried over anhydrous magnesium sulfate
5. customThe magnesium sulfate was removed by filtration
6. stirringThe mixture was stirred for 45 min
7. filtrationfiltered
8. additionTo the filtrate was added diethyl ether (225 ml)
9. customto precipitate
10. filtrationThe solid was collected by filtration
11. washwashed with diethyl ether (50 mL)
12. customdried