Pyridine → Nandrolone acetate

HRID 1608739

반응식

HRID 1608739 반응식
[CH3:1][C@@:2]12[C@@H:10]([OH:11])[CH2:9][CH2:8][C@H:7]1[C@@H:6]1[CH2:12][CH2:13][C:14]3[C@@H:20]([C@H:5]1[CH2:4][CH2:3]2)[CH2:19][CH2:18][C:16](=[O:17])[CH:15]=3.N1C=CC=CC=1.[C:27](Cl)(=[O:29])[CH3:28]>C(OC(=O)C)(=O)C>[CH3:28][C:27]([O:11][C@@H:10]1[C@@:2]2([CH3:1])[CH2:3][CH2:4][C@@H:5]3[C@@H:20]4[C:14](=[CH:15][C:16]([CH2:18][CH2:19]4)=[O:17])[CH2:13][CH2:12][C@H:6]3[C@@H:7]2[CH2:8][CH2:9]1)=[O:29]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 9904Nandrolone

생성물 1

HCID 102122Nandrolone acetate

시약·촉매·용매 1

HCID 7918Acetic Anhydride용매

실험 절차

In an apparatus supplied with a drierite drying tube, a solution of 19-nor-testosterone (10 (100 g; 0.365 mole) in acetic anhydride (200 ml), pyridine (32 ml) and acetylchloride (320 ml) was heated at reflux under magnetic stirring, for 3 h and then concentrated to dryness under vacuum. The dry residue was triturated in absolute ethanol, filtered and washed with little portions of absolute ethanol. After drying, 19-nor-testosterone acetate 3-enolacetate was obtained as a white powder (121.4 g, yield 93%) mp. 176-177° C. The structure was confirmed by spectroscopic means.

후처리

  1. customIn an apparatus supplied with a drierite drying tube
  2. temperatureat reflux under magnetic stirring, for 3 h
  3. concentrationconcentrated to dryness under vacuum
  4. customThe dry residue was triturated in absolute ethanol
  5. filtrationfiltered
  6. washwashed with little portions of absolute ethanol
  7. customAfter drying

출처 및 근거

ORD 기록
ord-572418e46bd441f7b884d40c573f94a2
출처 데이터셋
uspto-grants-1995_03
특허 번호
US05395842

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