反应详情

温度

50 °C

1-(4-[1,3]Dioxolan-2-yl-phenyl)cyclohexanol (45 g) and p-toluenesulfonic acid (3.4 g) in 300 mL of toluene were refluxed for 3 hours under Dean-Stark conditions. After cooling, ethyl acetate and a saturated sodium hydrogen carbonate solution were added. The organic layer was washed twice with water, dried (magnesium sulphate), filtered and concentrated in vacuo. The residual oil was dissolved in glacial acetic acid (250 mL) and 1 M hydrochloric acid (25 mL) was added and the mixture was stirred at 50° C. for 2 hours. After cooling, the mixture was concentrated in vacuo. The residual oil was partitioned between ethyl acetate and water. The organic phase was washed three times with water, dried (magnesium sulphate), filtered and concentrated in vacuo. The residual oil was distilled in vacuo and the fraction boiling at 120-130° C. (0.2 mmHg) was collected to afford 4.7 g of the title compound.

1. temperatureAfter cooling
2. washThe organic layer was washed twice with water
3. dry with materialdried (magnesium sulphate)
4. filtrationfiltered
5. concentrationconcentrated in vacuo
6. dissolutionThe residual oil was dissolved in glacial acetic acid (250 mL)
7. addition1 M hydrochloric acid (25 mL) was added
8. temperatureAfter cooling
9. concentrationthe mixture was concentrated in vacuo
10. customThe residual oil was partitioned between ethyl acetate and water
11. washThe organic phase was washed three times with water
12. dry with materialdried (magnesium sulphate)
13. filtrationfiltered
14. concentrationconcentrated in vacuo
15. distillationThe residual oil was distilled in vacuo
16. customthe fraction boiling at 120-130° C. (0.2 mmHg) was collected