反応 #165097

反応方程式

5-nitro-2-thiophenecarbonitrile

p-cresol

potassium carbonate

→

title compound

収率 78.9%

5-p-Tolyloxy-thiophene-2-carbonitrile

収率 78.9%

溶媒

dimethyl sulfoxide

反応条件

後処理

1. 1
   温度The reaction solution was cooled to room temperature
2. 2
   抽出extracted with ethyl acetate
3. 3
   workup.ADDITIONafter addition of water
4. 4
   洗浄The organic layer was washed with saturated aqueous sodium chloride
5. 5
   その他the solvent was evaporated under a reduced pressure
6. 6
   その他The residue was purified by NH silica gel column chromatography (ethyl acetate:heptane=1:3→2:1)

実験手順

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%).

出典