Reacción #417927
ord-cda7f11bc0f547278685aaea9a341ae8
Ecuación de reacción
ethylacetate cyclohexane
thioacetic acid S-(2-trifluoromethyl-benzyl)ester
methanol
3-Bromomethyl-pyridine-2-carboxylic acid methyl ester
→
colorless crystals
Rendimiento 100.0%
3-(2-Trifluoromethyl-benzylsulfanylmethyl)-pyridine-2-carboxylic acid methyl ester
Rendimiento 100.0%
Reactantes
Reactivos
Ninguno
Disolventes
Condiciones de reacción
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1Temperaturaafter refluxing for 150 min the solution
- 2Extracciónextracted with ethylacetate
- 3Secadothe organic phase dried with sodium sulfate
- 4Concentraciónconcentrated
Procedimiento
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).