反応 #92997

反応方程式

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

monosodium succinate

→

above-identified compound

収率 24.5%

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

収率 24.5%

溶媒

acetone

反応条件

後処理

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

実験手順

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.

出典