反応 #710500

反応方程式

2-chloro-6-(trifluoromethyl)nicotinaldehyde

sodium hydroxide

nitro methane

→

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

収率 72.0%

反応条件

後処理

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

実験手順

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%).

出典