تفاعل #213912

ord-cd9d328cb59b4ef2ab489306b8bde561

معادلة التفاعل

CC[Si](Cl)(CC)CC
chlorotriethylsilane
CCCCC(=O)CO
1-hydroxy-hexan-2-one
CN(C)C=O
dimethylformamide
c1c[nH]cn1
imidazole
CCCCC(=O)CO[Si](CC)(CC)CC
desired product
CCCCC(=O)CO[Si](CC)(CC)CC
1-Triethylsilyloxy-hexan-2-one

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGThe mixture is stirred at 0° C. for 5 minutes
  2. 2
    استخلاصextracted with petroleum ether
  3. 3
    غسيلThe petroleum ether solution is washed with water
  4. 4
    تجفيفsaturated sodium bicarbonate solution and then dried over magnesium sulfate
  5. 5
    أخرىThe solvent is removed
  6. 6
    workup.DISTILLATIONthe residue is distilled
  7. 7
    أخرىThe fraction boiling at 95°-103° C. (0.7 mm.) is collected

الإجراء التجريبي

To a solution of the crude 1-hydroxy-hexan-2-one (prepared in Example 1) in 80 ml. of dimethylformamide at 0° C. is added with stirring, 40.8 g. of imidazole and 45.21 g. of chlorotriethylsilane. The mixture is stirred at 0° C. for 5 minutes and then at room temperature overnight, then poured into cold water and extracted with petroleum ether. The petroleum ether solution is washed with water, then saturated sodium bicarbonate solution and then dried over magnesium sulfate. The solvent is removed and the residue is distilled. The fraction boiling at 95°-103° C. (0.7 mm.) is collected giving the desired product as a cloudy colorless liquid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04254036uspto-grants-1981_03