Réaction #417927

Équation de réaction

ethylacetate cyclohexane

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

methanol

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

→

colorless crystals

Rendement 100.0%

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

Rendement 100.0%

Solvants

water

Conditions de réaction

Traitement

1. 1
   Températureafter refluxing for 150 min the solution
2. 2
   Extractionextracted with ethylacetate
3. 3
   Séchagethe organic phase dried with sodium sulfate
4. 4
   Concentrationconcentrated

Mode opératoire

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).

Source