反応 #657313

反応方程式

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

収率 46.3%

溶媒

toluene

EtOAc

反応条件

後処理

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

実験手順

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%).

出典