反应详情

An aqueous solution (6 ml) of LiOH-hydrate (64 mg) was added to a solution of methyl 6-benzyloxy-2,4-dimethyl-3,5-dioxohexanoate (430 mg) in THF (10 ml), and the mixture was stirred at room temperature for 1.5 hours. The reaction solution was neutralized with diluted hydrochloric acid, and after distilling off the volatile components under reduced pressure, extraction was performed with AcOEt at pH 3. The organic layer was dried with MgSO4 and then filtered and concentrated. Ac2O (6 ml) was added to the residue, and after stirring at room temperature for 30 minutes, pyridine (4 ml) was added and the mixture was stirred at room temperature for one hour. The reaction solution was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (n-hexane/AcOEt=3/1→12/5) to obtain 4-acetyloxy-6-(benzyloxy)methyl-3,5-dimethyl-2H-pyran-2-one.

1. distillationafter distilling off the volatile components
2. extractionunder reduced pressure, extraction
3. dry with materialThe organic layer was dried with MgSO4
4. filtrationfiltered
5. concentrationconcentrated
6. additionAc2O (6 ml) was added to the residue
7. stirringafter stirring at room temperature for 30 minutes
8. additionpyridine (4 ml) was added
9. stirringthe mixture was stirred at room temperature for one hour
10. concentrationThe reaction solution was concentrated under reduced pressure
11. customthe residue was purified by silica gel column chromatography (n-hexane/AcOEt=3/1→12/5)