反応 #1929026

反応方程式

(3-Iodopropyl)triethoxysilane

4-(Hydroxymethyl)phenyl benzoate

sodium hydride

→

title compound

収率 30.1%

4-((3-(Triethoxysilyl)propoxy)methyl)phenyl benzoate

収率 30.1%

溶媒

tetrahydrofuran

tetrahydrofuran

反応条件

後処理

1. 1
   温度cooled in an ice bath
2. 2
   workup.ADDITIONwas added dropwise
3. 3
   温度the mixture was refluxed for 36 hours
4. 4
   その他The reaction crude
5. 5
   ろ過was filtered
6. 6
   その他the solvent was removed under reduced pressure
7. 7
   その他the resultant oil was chromatographed (hexane/ethyl acetate 8:2)

実験手順

4-(Hydroxymethyl)phenyl benzoate (1 g, 4.39 mmol) was dissolved in 20 mL of anhydrous tetrahydrofuran and cooled in an ice bath. A suspension of sodium hydride (60% suspension, 175 mg, 4.39 mmol) in 5 mL of anhydrous tetrahydrofuran was added dropwise under stirring. The resultant mixture was stirred at 0° C. for 1 hour. (3-Iodopropyl)triethoxysilane (1.46 g, 4.39 mmol) was added and the mixture was refluxed for 36 hours. The reaction crude was filtered, the solvent was removed under reduced pressure, and the resultant oil was chromatographed (hexane/ethyl acetate 8:2) thus affording 570 mg (1.32 mmol, yield=30%) of the title compound (HPLC purity=99.2%).

出典