反应详情

1-(1-Trityl-1H-imidazol-4-yl)-1,3-propanediol (135.9 g) was dissolved in dichloromethane (1.76 L) and manganese dioxide (262 g) was added, which was followed by vigorous stirring at room temperature for 66 h. An insoluble material was filtered off by celite filtration and the filtrate was concentrated to dryness. The residue was suspended in ethyl acetate (1.5 L) and an aqueous solution (1 M; 3.5 L) of Rochelle salt was added, which was followed by stirring with a mechanical stirrer for 3 days. The reaction mixture was partitioned, and the organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The aqueous layer was extracted again with ethyl acetate and treated in the same manner. The organic layer was combined and the solvent was evaporated to give the title compound (129.3 g) as a pale-brown caramel.

1. filtrationAn insoluble material was filtered off by celite filtration
2. concentrationthe filtrate was concentrated to dryness
3. additionan aqueous solution (1 M; 3.5 L) of Rochelle salt was added
4. stirringby stirring with a mechanical stirrer for 3 days
5. customThe reaction mixture was partitioned
6. washthe organic layer was washed with saturated brine
7. dry with materialdried over anhydrous sodium sulfate
8. extractionThe aqueous layer was extracted again with ethyl acetate
9. additiontreated in the same manner
10. customthe solvent was evaporated