Réaction #417928

Équation de réaction

3-(2-Trifluoromethyl-phenylmethanesulfonylmethyl)-pyridine-2-carboxylic acid methyl ester

tetrahydrofurane

HCl

→

colourless crystals

Rendement 37.3%

6,6-Dioxo-7-(2-trifluoromethyl-phenyl)-5,6-dihydro-thiopyrano[4,3-b]pyridin-8-ol

Rendement 37.3%

Solvants

ethylacetate cyclohexane

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONdiluted with methylenehloride
2. 2
   Extractionextracted
3. 3
   SéchageThe organic phase was dried with sodiumsulfate
4. 4
   Concentrationconcentrated

Mode opératoire

To a solution of 3-(2-Trifluoromethyl-phenylmethanesulfonylmethyl)-pyridine-2-carboxylic acid methyl ester (7.58 g, 19.6 mmol) in tetrahydrofurane (160 ml) potassium tert-butoxide (2.20 g, 19.57 mmol) was added at room temperature and stirring was continued for 3.5 h. 1M HCl was added, diluted with methylenehloride and extracted. The organic phase was dried with sodiumsulfate and concentrated. Chromatography over silica with ethylacetate/cyclohexane gave 2.50 g colourless crystals (7.32 mmol).

Source