반응 #1929026

반응 방정식

(3-Iodopropyl)triethoxysilane

4-(Hydroxymethyl)phenyl benzoate

sodium hydride

→

title compound

수율 30.1%

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

수율 30.1%

용매

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

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

실험 절차

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%).

출처