Реакция #710498

Уравнение реакции

2-chloro-6-(trifluoromethyl)nicotinic acid

BH3-THF

→

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

Растворители

NaHCO3

THF

Условия реакции

Обработка

1. 1
   КонцентрированиеAfter 16 h the reaction mixture was concentrated under reduced pressure
2. 2
   Другоеto remove THF
3. 3
   ДругоеThe resulting reaction mixture
4. 4
   Экстракцияextracted with ethyl acetate (2×500 mL)
5. 5
   ПромывкаThe combined organic layers were washed with water (500 mL), brine (500 mL)
6. 6
   Сушкаdried over anhydrous sodium sulfate
7. 7
   Другоеthe solvent was removed under reduced pressure

Методика

To a stirred solution of e 2-chloro-6-(trifluoromethyl)nicotinic acid (Int-15) (40 g, 1.0 eq.) in THF (400 mL) was added BH3-THF (266.6 mL, 1.5 eq) at room temperature. The progress of the reaction was monitored by TLC. After 16 h the reaction mixture was concentrated under reduced pressure to remove THF. The resulting reaction mixture was diluted with 10% NaHCO3 (500 mL) and extracted with ethyl acetate (2×500 mL). The combined organic layers were washed with water (500 mL), brine (500 mL), dried over anhydrous sodium sulfate and the solvent was removed under reduced pressure to get crude [2-chloro-6-(trifluoromethyl)pyridin-3-yl]methanol (Int-16) as light yellow liquid, 32 g (85.5%).

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