反应详情

温度

0 °C

4-Ethyl-7-methyl-benzo[b]thiophen-5-ol (438 mg, 2 mmol) was dissolved in 10 ml DMF, and the reaction mixture was cooled to zero degrees C. Sodium hydride (66 mg, 3 mmol) was added and the reaction mixture was stirred 30 minutes at zero C. Bromoacetonitrile (170 ul, 3 mmol) was added, and the reaction mixture was stirred 10 minutes at zero degrees C., then allowed to warm to room temperature. The reaction was quenched after 1 hour at room temperature with water, diluted with ethyl acetate, washed with water, brine, and dried over magnesium sulfate. Solvent was removed in vacuo, and the residue chromatographed (10% ethyl acetate in hexanes) to give 422 mg of (4-Ethyl-7-methyl-benzo[b]thiophen-5-yloxy)-acetonitrile as an oil, 80%.

1. stirringthe reaction mixture was stirred 10 minutes at zero degrees C
2. temperatureto warm to room temperature
3. customThe reaction was quenched after 1 hour at room temperature with water
4. additiondiluted with ethyl acetate
5. washwashed with water, brine
6. dry with materialdried over magnesium sulfate
7. customSolvent was removed in vacuo
8. customthe residue chromatographed (10% ethyl acetate in hexanes)