反応 #69427

反応方程式

2,2′-(1,3-Phenylene)diethanol

imidazole

Chlorotriisopropylsilane

→

desired compound

収率 35.0%

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

収率 35.0%

溶媒

N,N-dimethylformamide

water

反応条件

後処理

1. 1
   抽出extracted with ethyl acetate (15 mL×2)
2. 2
   洗浄washed with brine (10 mL×2)
3. 3
   乾燥The organic layer was dried over anhydrous sodium sulfate
4. 4
   ろ過filtered
5. 5
   その他evaporated to dryness
6. 6
   その他The residue so obtained
7. 7
   その他was purified by column chromatography
8. 8
   洗浄eluting with 1:10 of ethyl acetate-hexanes

実験手順

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%.

出典