反应 #710501

反应方程式

1-[2-chloro-6-(trifluoromethyl)pyridin-3-yl]-2-nitroethanol

acetic anhydride

→

2-chloro-3-[(E)-2-nitrovinyl]-6-(trifluoromethyl)pyridine

溶剂

dichloromethane

反应条件

后处理

1. 1
   其他After completion of reaction
2. 2
   其他the reaction mixture was quenched with ice water
3. 3
   萃取extracted with dichloromethane (2×200 mL)
4. 4
   洗涤The combined organic layer was washed with water (200 mL), brine (200 mL)
5. 5
   干燥dried over anhydrous sodium sulfate
6. 6
   其他the solvent was removed under reduced pressure

实验过程

To a stirred solution of 1-[2-chloro-6-(trifluoromethyl)pyridin-3-yl]-2-nitroethanol (Int-18) (27 g, 1.0 eq.) in dichloromethane (270 mL) was added 4-dimethylamino pyridine (13.5 g, 1.1 eq.) followed by drop wise addition of acetic anhydride (13.5 g, 1.3 eq) at 0° C. and stirred for 15 min. The progress of the reaction was monitored by TLC. After completion of reaction, the reaction mixture was quenched with ice water and extracted with dichloromethane (2×200 mL). The combined organic layer was washed with water (200 mL), brine (200 mL), dried over anhydrous sodium sulfate and the solvent was removed under reduced pressure to get crude 2-chloro-3-[(E)-2-nitrovinyl]-6-(trifluoromethyl)pyridine (Int-19) (22.0 g, 87.6%).

来源