Water → Androsta-1,4-diene-3,17-dione

HRID 275069

반응식

HRID 275069 반응식
I[CH:2]1[CH2:19][C@@:18]2([CH3:20])[C:5]([CH2:6][CH2:7][C@@H:8]3[C@@H:17]2[CH2:16][CH2:15][C@@:13]2([CH3:14])[C@H:9]3[CH2:10][CH2:11][C:12]2=[O:21])=[CH:4][C:3]1=[O:22].C(=O)([O-])[O-].[Li+].[Li+].O>CN(C)C=O>[CH3:14][C@:13]12[CH2:15][CH2:16][C@H:17]3[C@@H:8]([CH2:7][CH2:6][C:5]4[C@:18]3([CH3:20])[CH:19]=[CH:2][C:3](=[O:22])[CH:4]=4)[C@@H:9]1[CH2:10][CH2:11][C:12]2=[O:21]

참가 물질

5

반응물 3

HCID 962WaterHCID 11125Lithium CarbonateHCID 545692722-Iodo-androst-4-ene-3,17-dione

생성물 1

HCID 13472Androsta-1,4-diene-3,17-dione

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

412 mg (1 mmol) of 2-iodo-androst-4-ene-3,17-dione of example 9 and 148 mg (2 mmol) of anhydrous lithium carbonate are stirred in 2 ml of dimethylformamide for 1 hour at 120° C. under nitrogen atmosphere. After cooling, it is added to water and extracted with ethyl acetate. The ethyl acetate solution is dried on sodium sulfate and then concentrated by evaporation. The residue is chromatographed on silica gel with ethyl acetate/hexane as mobile solvent. After concentration by evaporation of the fractions, 227 mg (80% of theory) of androsta-1,4-diene-3,17-dione of melting point 138°-139° C. is obtained.

후처리

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate
  3. dry with materialThe ethyl acetate solution is dried on sodium sulfate
  4. concentrationconcentrated by evaporation
  5. customThe residue is chromatographed on silica gel with ethyl acetate/hexane as mobile solvent
  6. concentrationAfter concentration
  7. customby evaporation of the fractions, 227 mg (80% of theory) of androsta-1,4-diene-3,17-dione of melting point 138°-139° C.
  8. customis obtained

출처 및 근거

ORD 기록
ord-13cd657e28fb417fbf08eddfc4cd423a
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05391778

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