Reacción #657312

Ecuación de reacción

2-oxopropyl methanesulfonate

3-(4-fluorophenyl)-1H-pyrazol-5-ol

potassium carbonate

→

1-{[3-(4-fluorophenyl)-1H-pyrazol-5-yl]oxy}acetone

Rendimiento 38.1%

Disolventes

ethyl acetate

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe reaction mixture was heated at 60° C. for 16 h
2. 2
   Lavadowashed with water (3×500 ml)
3. 3
   LavadoThe organic layer was washed with brine
4. 4
   Secadodried over sodium sulphate
5. 5
   Otroevaporated under reduced pressure
6. 6
   Otroto get the crude which
7. 7
   Otrowas then purified by column chromatography with silica gel (100-200 mesh)
8. 8
   Lavadoeluted with 10-25% ethyl acetate in hexane as eluent

Procedimiento

To a solution of 3-(4-fluorophenyl)-1H-pyrazol-5-ol (5 g, 28 mmol) in DMF (50 ml), potassium carbonate (7.7 g, 56 mmol) was added and the mixture was stirred for 30 min at 30° C. Thereafter, 2-oxopropyl methanesulfonate (4.7 g 30 mmol) was added drop wise and the reaction mixture was heated at 60° C. for 16 h. After completion, the crude was diluted with ethyl acetate (200 ml) and washed with water (3×500 ml). The organic layer was washed with brine, dried over sodium sulphate and evaporated under reduced pressure to get the crude which was then purified by column chromatography with silica gel (100-200 mesh) eluted with 10-25% ethyl acetate in hexane as eluent to get compound 1-{[3-(4-fluorophenyl)-1H-pyrazol-5-yl]oxy}acetone (2.5 g, yield 38%). MS (ESI): 231.0 ([M+H]+)

Fuente