反応 #9330

反応方程式

NaHCO3

TBSOTf

3-1

1-(4-Bromo-phenyl)-cyclobutanol

triethylamine

→

3-2

収率 93.0%

[1-(4-Bromo-phenyl)-cyclobutoxy]-tert-butyl-dimethyl-silane

収率 93.0%

溶媒

dichloromethane

反応条件

後処理

1. 1
   抽出The resulting mixture was extracted with ethyl acetate (3×30 mL)
2. 2
   洗浄the combined ethyl acetate solution was washed with brine
3. 3
   乾燥The solution was then dried (Na2SO4)
4. 4
   ろ過filtered
5. 5
   その他evaporated
6. 6
   その他Purification by flash chromatography on silica gel (hexanes)

実験手順

TBSOTf (360 μL, 1.57 mmol) was added to a 0° C. solution of 3-1 (235 mg, 1.04 mmol) and triethylamine (450 μL, 3.23 mmol) in dichloromethane (3 mL). The reaction was allowed to warm to room temperature and after 1 h, saturated NaHCO3 solution was added. The resulting mixture was extracted with ethyl acetate (3×30 mL) and the combined ethyl acetate solution was washed with brine. The solution was then dried (Na2SO4), filtered and evaporated. Purification by flash chromatography on silica gel (hexanes) gave 3-2 (329 mg, 93%).

出典