Reaktion #1929026

Reaktionsgleichung

(3-Iodopropyl)triethoxysilane

4-(Hydroxymethyl)phenyl benzoate

sodium hydride

→

title compound

Ausbeute 30.1%

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

Ausbeute 30.1%

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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%).

Quelle