반응 #69416

반응 방정식

Chlorotriisopropylsilane

13

3-(2-Hydroxyethyl)benzaldehyde

1H-imidazole

→

desired compound

수율 96.0%

3-(2-((Triisopropylsilyl)oxy)ethyl)benzaldehyde

수율 96.0%

용매

water

N,N-dimethylformamide

반응 조건

후처리

1. 1
   추출The resulting mixture was extracted with diethyl ether
2. 2
   세척the combined organic layers were washed with brine
3. 3
   건조dried over magnesium sulfate
4. 4
   여과filtered
5. 5
   기타evaporated
6. 6
   기타The residue was purified by silica gel column chromatography

실험 절차

Chlorotriisopropylsilane (0.640 g, 0.71 mL, 3.3 mmol) was added dropwise to a 0° C. cooled solution of 13 (0.450 g, 3.0 mmol) and 1H-imidazole (0.410 g, 6.0 mmol) in anhydrous N,N-dimethylformamide (10 mL). The reaction mixture was stirred at 0° C. for 3 h and then diluted with water. The resulting mixture was extracted with diethyl ether, and the combined organic layers were washed with brine, dried over magnesium sulfate, filtered and evaporated. The residue was purified by silica gel column chromatography using ethyl acetate-hexanes 1:9 as eluent to furnish the desired compound as colorless oil. Yield: 96%.

출처