反应 #710500

反应方程式

2-chloro-6-(trifluoromethyl)nicotinaldehyde

sodium hydroxide

nitro methane

→

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

收率 72.0%

反应条件

后处理

1. 1
   其他The resulting reaction mixture
2. 2
   其他After completion of reaction
3. 3
   浓缩the reaction mixture was concentrated under reduced pressure
4. 4
   其他to remove nitro methane
5. 5
   其他quenched with ice water (500 mL)
6. 6
   萃取extracted with ethyl acetate (2×1.0 L)
7. 7
   洗涤The combined organic layer was washed with water (500 mL), brine (500 mL)
8. 8
   干燥dried over anhydrous sodium sulfate
9. 9
   浓缩concentrated under reduced pressure

实验过程

To a stirred solution of 2-chloro-6-(trifluoromethyl)nicotinaldehyde (Int-17) (70 g, 1.0 eq.) in nitro methane (700 mL) was added sodium hydroxide (6.7 g, 0.5 eq.) at room temperature. The resulting reaction mixture was heated to 100° C. and stirred for 2 h. The progress of the reaction was monitored by TLC. After completion of reaction, the reaction mixture was concentrated under reduced pressure to remove nitro methane quenched with ice water (500 mL) and extracted with ethyl acetate (2×1.0 L). The combined organic layer was washed with water (500 mL), brine (500 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to get pure 1-[2-chloro-6-(trifluoromethyl)pyridin-3-yl]-2-nitroethanol (Int-18) (65.0 g, 72.0%).

来源