反应 #1563893

反应方程式

11,14-Eicosadienoic acid

N,O-Dimethylhydroxylamine hydrochloride

HOAt

Et3N

EDC

→

11,14-eicosadienamide

收率 93.0%

溶剂

DCM

反应条件

后处理

1. 1
   其他Reaction
2. 2
   洗涤was then washed 5×700 mL water
3. 3
   洗涤washed 1×600 mL 1 M NaOH
4. 4
   干燥dried with sodium sulfate
5. 5
   过滤filtered through celite
6. 6
   其他evaporated

实验过程

11,14-Eicosadienoic acid, (11Z,14Z)- (50 g, 162 mmol), N,O-Dimethylhydroxylamine hydrochloride (31.6 g, 324 mmol), HOAt (44.1 g, 324 mmol), Et3N (45.2 mL, 324 mmol), and EDC (62.1 g, 324 mmol) were mixed in DCM (810 mL) and stirred overnight at ambient temperature. Reaction was then washed 5×700 mL water, then washed 1×600 mL 1 M NaOH, dried with sodium sulfate, filtered through celite and evaporated to obtain 53.06 g (93%) 11,14-eicosadienamide, N-methoxy-N-methyl-, (11Z,14Z) as a clear golden oil. 1H NMR (400 MHz, CDCl3) δ 5.35 (m, 4H), 3.68 (s, 3H), 3.18 (s, 3H), 2.77 (m, 2H), 2.41 (t, J=7 Hz, 2H), 2.05 (m, 4H), 1.63 (m, 2H), 1.40-1.26 (m, 18H), 0.89 (t, J=7 Hz, 3H).

来源