Реакция #1929026

Уравнение реакции

(3-Iodopropyl)triethoxysilane

4-(Hydroxymethyl)phenyl benzoate

sodium hydride

→

title compound

Выход 30.1%

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

Выход 30.1%

Растворители

tetrahydrofuran

tetrahydrofuran

Условия реакции

Обработка

1. 1
   Температураcooled in an ice bath
2. 2
   workup.ADDITIONwas added dropwise
3. 3
   Температураthe mixture was refluxed for 36 hours
4. 4
   ДругоеThe reaction crude
5. 5
   Фильтрацияwas filtered
6. 6
   Другоеthe solvent was removed under reduced pressure
7. 7
   Другоеthe resultant oil was chromatographed (hexane/ethyl acetate 8:2)

Методика

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%).

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