Réaction #710499

Équation de réaction

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

pyridinium chlorochromate

→

2-chloro-6-(trifluoromethyl)nicotinaldehyde

Rendement 88.3%

Solvants

dichloromethane

Conditions de réaction

Traitement

1. 1
   AutreAfter completion of reaction, reaction mixture
2. 2
   Filtrationwas filtered through silica gel bed
3. 3
   Lavagewashed the bed with excess 90% ethyl acetate in pet ether and filtrate
4. 4
   Concentrationwas concentrated under reduced pressure

Mode opératoire

To a stirred solution of [2-chloro-6-(trifluoromethyl)pyridin-3-yl]methanol (Int-16) (80.0 g, 1.0 eq.) in dichloromethane (700 ml) was added pyridinium chlorochromate (160.0 g, 2.0 eq), silicium dioxide (240 g) at room temperature and stirred for 4 h. The progress of the reaction was monitored by TLC. After completion of reaction, reaction mixture was filtered through silica gel bed and washed the bed with excess 90% ethyl acetate in pet ether and filtrate was concentrated under reduced pressure to get crude 2-chloro-6-(trifluoromethyl)nicotinaldehyde (Int-17) as yellow liquid (70.0 g, 88.3%). GC-MS: m/z 209 ([M]).

Source