Reaktion #417927

Reaktionsgleichung

ethylacetate cyclohexane

thioacetic acid S-(2-trifluoromethyl-benzyl)ester

methanol

3-Bromomethyl-pyridine-2-carboxylic acid methyl ester

→

colorless crystals

Ausbeute 100.0%

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

Ausbeute 100.0%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturafter refluxing for 150 min the solution
2. 2
   Extraktionextracted with ethylacetate
3. 3
   Trocknenthe organic phase dried with sodium sulfate
4. 4
   Einengenconcentrated

Vorschrift

To a solution of thioacetic acid S-(2-trifluoromethyl-benzyl)ester (10.2 g, 37.5 mmol) in methanol (130 ml) potassium carbonate (5.18 g, 37.5 mmol) was added at room temperature and it was stirred for 30 min. 3-Bromomethyl-pyridine-2-carboxylic acid methyl ester (4.40 g, 18.7 mmol) was added and after refluxing for 150 min the solution was diluted with water, extracted with ethylacetate, the organic phase dried with sodium sulfate and concentrated. Chromatography over silica with ethylacetate/cyclohexane gave 7.82 g colorless crystals (18.7 mmol).

Quelle