تفاعل #1929026

معادلة التفاعل

(3-Iodopropyl)triethoxysilane

4-(Hydroxymethyl)phenyl benzoate

sodium hydride

→

title compound

المردود 30.1%

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

المردود 30.1%

المذيبات

tetrahydrofuran

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooled in an ice bath
2. 2
   workup.ADDITIONwas added dropwise
3. 3
   درجة الحرارةthe mixture was refluxed for 36 hours
4. 4
   أخرىThe reaction crude
5. 5
   ترشيحwas filtered
6. 6
   أخرىthe solvent was removed under reduced pressure
7. 7
   أخرىthe resultant oil was chromatographed (hexane/ethyl acetate 8:2)

الإجراء التجريبي

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%).

المصدر