تفاعل #657313

معادلة التفاعل

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

المردود 46.3%

المذيبات

toluene

EtOAc

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas charged at RT
2. 2
   غسيلwashed with brine
3. 3
   تجفيفThe organic layer dried over sodium sulphate
4. 4
   تركيزconcentrated under reduced pressure
5. 5
   أخرىto get the crude which
6. 6
   أخرىwas then purified by column chromatography 100-200 mesh)
7. 7
   غسيلeluted with 5-10% ethyl acetate in hexane as eluent

الإجراء التجريبي

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%).

المصدر