Reaktion #710498

Reaktionsgleichung

2-chloro-6-(trifluoromethyl)nicotinic acid

BH3-THF

→

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

Lösungsmittel

NaHCO3

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenAfter 16 h the reaction mixture was concentrated under reduced pressure
2. 2
   Sonstigeto remove THF
3. 3
   SonstigeThe resulting reaction mixture
4. 4
   Extraktionextracted with ethyl acetate (2×500 mL)
5. 5
   WaschenThe combined organic layers were washed with water (500 mL), brine (500 mL)
6. 6
   Trocknendried over anhydrous sodium sulfate
7. 7
   Sonstigethe solvent was removed under reduced pressure

Vorschrift

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%).

Quelle