Реакция #710500

Уравнение реакции

2-chloro-6-(trifluoromethyl)nicotinaldehyde

sodium hydroxide

nitro methane

→

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

Выход 72.0%

Условия реакции

Обработка

1. 1
   ДругоеThe resulting reaction mixture
2. 2
   ДругоеAfter completion of reaction
3. 3
   Концентрированиеthe reaction mixture was concentrated under reduced pressure
4. 4
   Другоеto remove nitro methane
5. 5
   Другоеquenched with ice water (500 mL)
6. 6
   Экстракцияextracted with ethyl acetate (2×1.0 L)
7. 7
   ПромывкаThe combined organic layer was washed with water (500 mL), brine (500 mL)
8. 8
   Сушкаdried over anhydrous sodium sulfate
9. 9
   Концентрированиеconcentrated under reduced pressure

Методика

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%).

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