반응 #5750

반응 방정식

water

imidazole

chlorodimethyl t-butylsilane

8-Acetoxy-2,6-dimethyl-2,6-octadien-1-ol

→

1-acetoxy-8-(dimethyl t-butylsilyl)oxy-3,7-dimethyl-2,6-octadiene

수율 75.0%

용매

dimethylformamide

반응 조건

후처리

1. 1
   추출the product was extracted with hexane (20 m1×2)
2. 2
   건조The extract was dried over MgSO4
3. 3
   기타evaporated in vacuo
4. 4
   기타to remove the solvent
5. 5
   기타to give a residue, which

실험 절차

8-Acetoxy-2,6-dimethyl-2,6-octadien-1-ol in dimethylformamide (4 ml) was stirred on an ice bath. To the solution were added imidazole (338 mg, 4.96 mmol) and chlorodimethyl t-butylsilane (410 mg, 2.73 mmol), and the mixture was stirred at room temperature for one hour. After addition of water (30 ml) to the reaction mixture, the product was extracted with hexane (20 m1×2). The extract was dried over MgSO4 and evaporated in vacuo to remove the solvent to give a residue, which was subjected to silica gel column chromatography to obtain 1-acetoxy-8-(dimethyl t-butylsilyl)oxy-3,7-dimethyl-2,6-octadiene (606 mg, 75%).

출처