Реакция #92990

Уравнение реакции

16β-ethyl-17β-bromoacetoxy-4-estren-3-one

2-ethylbutyric acid

→

above-identified compound

16β-Ethyl-17β-(2-ethylbutyryl)oxyacetoxy-4-estren-3-one

Растворители

acetone

NaOH

Условия реакции

Обработка

1. 1
   ТемператураThe mixture is refluxed for 3 hours
2. 2
   workup.DISTILLATIONThe acetone is distilled off under reduced pressure
3. 3
   Экстракцияthe residue is extracted with two 100 ml portions of ethyl acetate
4. 4
   Промывкаwashed with water and saturated aqueous sodium chloride
5. 5
   Сушкаdried over anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONThe solvent is then distilled off under reduced pressure
7. 7
   Промывкаpassage of 50 ml of ether, elution
8. 8
   ДругоеThe eluate is evaporated under reduced pressure
9. 9
   Другоеto remove the solvent

Методика

In 35 ml of acetone is dissolved 1.0 ml of 2-ethylbutyric acid, and 4.6 ml of 2N-NaOH and then 1.9 g of 16β-ethyl-17β-bromoacetoxy-4-estren-3-one are added to the above solution. The mixture is refluxed for 3 hours. The acetone is distilled off under reduced pressure and the residue is extracted with two 100 ml portions of ethyl acetate. The organic layers are combined, washed with water and saturated aqueous sodium chloride and dried over anhydrous magnesium sulfate. The solvent is then distilled off under reduced pressure and the residue is subjected to column chromatography. Following passage of 50 ml of ether, elution is carried out with 300 ml of the same solvent. The eluate is evaporated under reduced pressure to remove the solvent, giving 1.63 g of the above-identified compound as a light-yellow viscous oil.

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