반응 #69427

반응 방정식

2,2′-(1,3-Phenylene)diethanol

imidazole

Chlorotriisopropylsilane

→

desired compound

수율 35.0%

2-(3-(2-((Triisopropylsilyl)oxy)ethyl)phenyl)ethanol

수율 35.0%

용매

N,N-dimethylformamide

water

반응 조건

후처리

1. 1
   추출extracted with ethyl acetate (15 mL×2)
2. 2
   세척washed with brine (10 mL×2)
3. 3
   건조The organic layer was dried over anhydrous sodium sulfate
4. 4
   여과filtered
5. 5
   기타evaporated to dryness
6. 6
   기타The residue so obtained
7. 7
   기타was purified by column chromatography
8. 8
   세척eluting with 1:10 of ethyl acetate-hexanes

실험 절차

2,2′-(1,3-Phenylene)diethanol (0.430 g, 2.59 mmol) and imidazole (0.176 g, 2.59 mmol) were dissolved in anhydrous N,N-dimethylformamide (15 mL) and cooled to 0° C. in an ice bath. Chlorotriisopropylsilane (0.22 mL) was slowly added and the reaction mixture was kept stirring at 0° C. for 3 h, and then diluted with water (5 mL), extracted with ethyl acetate (15 mL×2), and washed with brine (10 mL×2). The organic layer was dried over anhydrous sodium sulfate, filtered, and evaporated to dryness. The residue so obtained was purified by column chromatography eluting with 1:10 of ethyl acetate-hexanes to give the desired compound as a colorless oil. Yield 35%.

출처