反应详情

A solution of 1.08 g (7.2 mmol) of 2-propyl-1,4-benzoquinone and 2.20 g (20.0 mmol) of 1-methoxy-1,3-cylcohexadiene in 20 mL of benzene was heated at reflux for 2 h. The solution was concentrated in vacuo and the residue dried under high vacuum to afford a pale yellow oil. This material was dissolved in 20 mL of methanol and to that solution was added 1 mL of 2.0M HCl. The solution was stirred at room temperature for 6 hours, then was concentrated to about 5 mL volume. This was partitioned between ethyl acetate and water and the aqueous layer was washed with two portions of ethyl acetate. The organic extracts were sequentially washed with water and NaCl solution, combined, dried over magnesium sulfate, and concentrated. The residue was crystallized from ether-hexane to afford 0.764 g white crystals, 43%.

1. temperatureat reflux for 2 h
2. concentrationThe solution was concentrated in vacuo
3. customthe residue dried under high vacuum
4. customto afford a pale yellow oil
5. concentrationwas concentrated to about 5 mL volume
6. customThis was partitioned between ethyl acetate and water
7. washthe aqueous layer was washed with two portions of ethyl acetate
8. washThe organic extracts were sequentially washed with water and NaCl solution
9. dry with materialdried over magnesium sulfate
10. concentrationconcentrated
11. customThe residue was crystallized from ether-hexane