Reaktion #417928

Reaktionsgleichung

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

tetrahydrofurane

HCl

→

colourless crystals

Ausbeute 37.3%

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

Ausbeute 37.3%

Lösungsmittel

ethylacetate cyclohexane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONdiluted with methylenehloride
2. 2
   Extraktionextracted
3. 3
   TrocknenThe organic phase was dried with sodiumsulfate
4. 4
   Einengenconcentrated

Vorschrift

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).

Quelle