反应详情

A solution of the compound 1 (33.4 mg, 0.1 mmol) and p-toluenesulfonic acid hydrate (20.0 mg, 0.105 mmol) in a mixture of methylene chloride (1 mL) - toluene (0.1 mL) was concentrated under reduced pressure. The residue was dissolved in a mixture of dioxane (2 mL) - benzene (0.5 mL), to which was added 1-methoxycyclohexene (112 mg, 1.00 mmol). The reaction mixture was heated under reflux, and concentrated to a small volume over 1 hour. A drop of triethylamine was added to the reaction mixture, and the mixture was concentrated under reduced pressure. Hexane was added to the residue, the mixture was filtered to remove the insoluble matter, and the filtrate was purified by chromatography on an alumina column (eluate: hexane - ethyl acetate (2:1)) to give the same compound 6 (31 mg, 75%) as oil. Rf 0.62 (Al2O3 60, Type E, 2:1 hexane -EtOAc).

1. concentrationwas concentrated under reduced pressure
2. dissolutionThe residue was dissolved in a mixture of dioxane (2 mL) - benzene (0.5 mL), to which
3. temperatureThe reaction mixture was heated
4. temperatureunder reflux
5. concentrationconcentrated to a small volume over 1 hour
6. additionA drop of triethylamine was added to the reaction mixture
7. concentrationthe mixture was concentrated under reduced pressure
8. additionHexane was added to the residue
9. filtrationthe mixture was filtered
10. customto remove the insoluble matter
11. customthe filtrate was purified by chromatography on an alumina column (eluate: hexane - ethyl acetate (2:1))