反应详情

To a mixture of hydroquinone (20.0 g, 0.182 mmol) and 2-iodopropane (30.9 g, 0.182 mmol) in ethanol (25 mL) at refluxing was added KOH (88%, 12.2 mg, 0.191 mmol) in water (30 mL) over a period of 60 minutes. The resulting mixture was refluxed for 3 hours. The mixture was poured into 1N NaOH and extracted with ether (1×). The aqueous layer was acidified with 10% HCl to pH ˜5 and extracted with ether (2×). The combined extracts were washed with brine, dried over MgSO4 and concentrated. The residue was purified on silica gel eluting with ethyl acetate:hexane (1:8) to provide the title compound (13.01 g, 47.0%).

1. temperatureat refluxing
2. temperatureThe resulting mixture was refluxed for 3 hours
3. extractionextracted with ether (1×)
4. extractionextracted with ether (2×)
5. washThe combined extracts were washed with brine
6. dry with materialdried over MgSO4
7. concentrationconcentrated
8. customThe residue was purified on silica gel eluting with ethyl acetate:hexane (1:8)