反応 #710498

反応方程式

2-chloro-6-(trifluoromethyl)nicotinic acid

BH3-THF

→

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

溶媒

NaHCO3

THF

反応条件

後処理

1. 1
   濃縮After 16 h the reaction mixture was concentrated under reduced pressure
2. 2
   その他to remove THF
3. 3
   その他The resulting reaction mixture
4. 4
   抽出extracted with ethyl acetate (2×500 mL)
5. 5
   洗浄The combined organic layers were washed with water (500 mL), brine (500 mL)
6. 6
   乾燥dried over anhydrous sodium sulfate
7. 7
   その他the solvent was removed under reduced pressure

実験手順

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%).

出典