تفاعل #165097

معادلة التفاعل

5-nitro-2-thiophenecarbonitrile

p-cresol

potassium carbonate

→

title compound

المردود 78.9%

5-p-Tolyloxy-thiophene-2-carbonitrile

المردود 78.9%

المذيبات

dimethyl sulfoxide

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction solution was cooled to room temperature
2. 2
   استخلاصextracted with ethyl acetate
3. 3
   workup.ADDITIONafter addition of water
4. 4
   غسيلThe organic layer was washed with saturated aqueous sodium chloride
5. 5
   أخرىthe solvent was evaporated under a reduced pressure
6. 6
   أخرىThe residue was purified by NH silica gel column chromatography (ethyl acetate:heptane=1:3→2:1)

الإجراء التجريبي

To a dimethyl sulfoxide (100 mL) solution of 5-nitro-2-thiophenecarbonitrile (6.30 g, 40.9 mmol) were added p-cresol (8.85 g, 81.8 mmol) and potassium carbonate (11.3 g, 81.8 mmol) under nitrogen atmosphere, which was stirred for 5 hours at 60° C. The reaction solution was cooled to room temperature, and extracted with ethyl acetate after addition of water. The organic layer was washed with saturated aqueous sodium chloride, and the solvent was evaporated under a reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate:heptane=1:3→2:1) to obtain the title compound (6.95 g, 78.9%).

المصدر