反応 #69416

反応方程式

Chlorotriisopropylsilane

13

3-(2-Hydroxyethyl)benzaldehyde

1H-imidazole

→

desired compound

収率 96.0%

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

収率 96.0%

溶媒

water

N,N-dimethylformamide

反応条件

後処理

1. 1
   抽出The resulting mixture was extracted with diethyl ether
2. 2
   洗浄the combined organic layers were washed with brine
3. 3
   乾燥dried over magnesium sulfate
4. 4
   ろ過filtered
5. 5
   その他evaporated
6. 6
   その他The residue was purified by silica gel column chromatography

実験手順

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%.

出典