反应详情

A mixture of phenol (1.22 g, 13 mM) and NaH (60% oil dispersion, 0.52 g, 13 mM) in DMF (25 mL) was stirred for 40 minutes at room temperature. 3-Acetyl-2,5-dichlorothiophene (1.95 g, 10 mM) and copper (I) iodide (50 mg) was added to the above mixture, and the resulting mixture was heated at 130° C. for 1.5 hours. After cooling, the mixture was poured into water. The whole was extracted with ethyl acetate-hexane (1:1, 200 mL×1, 100 mL×1), and the combined organic layers washed with water, brine, dried over MgSO4, and concentrated in vacuo. Chromatographic purification eluting with ethyl acetate-hexane (1:20) provided the subtitle compound (1.69 g. 67% yield) as a brown oil.

1. temperaturethe resulting mixture was heated at 130° C. for 1.5 hours
2. temperatureAfter cooling
3. extractionThe whole was extracted with ethyl acetate-hexane (1:1, 200 mL×1, 100 mL×1)
4. washthe combined organic layers washed with water, brine
5. dry with materialdried over MgSO4
6. concentrationconcentrated in vacuo
7. customChromatographic purification
8. washeluting with ethyl acetate-hexane (1:20)