反应详情

To a stirred suspension of lithium aluminum hydride (4.40 g, 116 mmol) in 120 mL diethyl ether was added dropwise a solution of 35b (5.60 g, 29.0 mmol) in 10 mL THF, and stirred at rt for 1 h. To the reaction mixture was added 7.5 mL water, 7.5 mL 5 N NaOH(aq), and 20 mL water. The organics were removed from the emulsion which was dissolved in water and extracted with ether. The organic portions were dried over Na2SO4(s), and condensed to give 36b (5.10 g, 98%) as an oil. UV λmax 223 (9410, 95% EtOH). (400 MHz, CDCl3) δ 7.10 (d, J=9 Hz, 2H), 6.83 (d, J=9 Hz, 2H), 3.79 (s, 3H), 2.71 (t, J=7 Hz, 2H), 2.58 (t, J=7 Hz, 2H), 1.63 (m, 2H), 1.48 (m, 2H); IR (liq.) 2933 (s), 2856, 2145 (w), 2059 (w), 1996 (w), 1612 (s), 1584, 1513 (s), 1461, 1442, 1246 (s), 1178, 1034 (s), 827, 822, cm−1 HRMS (FAB) calcd for C11H17NO+H1 180.1388, found 180.1387.

1. customThe organics were removed from the emulsion which
2. dissolutionwas dissolved in water
3. extractionextracted with ether
4. dry with materialThe organic portions were dried over Na2SO4(s), and condensed