反应 #657313

反应方程式

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

acetic acid

p-TsOH

→

6-(4-fluorophenyl)-3-methylpyrazolo[5,1-b][1,3]oxazole

收率 46.3%

溶剂

toluene

EtOAc

反应条件

后处理

1. 1
   workup.ADDITIONwas charged at RT
2. 2
   洗涤washed with brine
3. 3
   干燥The organic layer dried over sodium sulphate
4. 4
   浓缩concentrated under reduced pressure
5. 5
   其他to get the crude which
6. 6
   其他was then purified by column chromatography 100-200 mesh)
7. 7
   洗涤eluted with 5-10% ethyl acetate in hexane as eluent

实验过程

To a stirred solution of 1-{[3-(4-fluorophenyl)-1H-pyrazol-5-yl]oxy}acetone (0.25 g, 1.0 mmol) in toluene, equipped with dean stark apparatus, acetic acid (2 ml) and p-TsOH (25 mg, cat.) was charged at RT and the reaction mass was refluxed at 130° C. for 16 h. After completion, the reaction was diluted with EtOAc (50 ml) and washed with brine. The organic layer dried over sodium sulphate and concentrated under reduced pressure to get the crude which was then purified by column chromatography 100-200 mesh) eluted with 5-10% ethyl acetate in hexane as eluent to get compound 6-(4-fluorophenyl)-3-methylpyrazolo[5,1-b][1,3]oxazole (0.1 g, yield 43%).

来源