反应 #92997

反应方程式

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

monosodium succinate

→

above-identified compound

收率 24.5%

16β-Ethyl-17β-(2-carboxyethyl)carbonyloxyacetoxy-4-estren-3-one

收率 24.5%

溶剂

acetone

反应条件

后处理

1. 1
   workup.DISTILLATIONThe acetone is distilled off under reduced pressure
2. 2
   萃取the residue is extracted with 150 ml of ethyl acetate
3. 3
   其他The organic layer is separated
4. 4
   洗涤washed with water and saturated aqueous sodium chloride solution
5. 5
   干燥dried over anhydrous sodium sulfate
6. 6
   workup.DISTILLATIONThe solvent is then distilled off under reduced pressure
7. 7
   洗涤passage of 450 ml of chloroform, elution
8. 8
   其他The eluate is evaporated under reduced pressure
9. 9
   其他to remove the solvent
10. 10
    其他giving colorless crystals
11. 11
    洗涤The product is washed with petroleum ether
12. 12
    其他dried

实验过程

In 100 ml of 50% aqueous acetone are dissolved 1.5 g of 16β-ethyl-17β-bromoacetoxy-4-estren-3-one and 0.7 g of monosodium succinate and the solution is stirred at room temperature (15°-25° C.) for 3 days. The acetone is distilled off under reduced pressure and the residue is extracted with 150 ml of ethyl acetate. The organic layer is separated, washed with water and saturated aqueous sodium chloride solution and dried over anhydrous sodium sulfate. The solvent is then distilled off under reduced pressure and the residue is subjected to column chromatography. Following passage of 450 ml of chloroform, elution is carried out with 150 ml of ethyl acetate. The eluate is evaporated under reduced pressure to remove the solvent, giving colorless crystals. The product is washed with petroleum ether and dried to give 0.4 g of the above-identified compound.

来源