반응 #165097

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5-nitro-2-thiophenecarbonitrile

p-cresol

potassium carbonate

→

title compound

수율 78.9%

5-p-Tolyloxy-thiophene-2-carbonitrile

수율 78.9%

용매

dimethyl sulfoxide

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후처리

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

실험 절차

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%).

출처