Ammonia → 19-Hydroxy-5-androsten-17-one acetate

HRID 1390756노트

반응식

HRID 1390756 반응식
[C:1]([OH:4])(=[O:3])[CH3:2].Cl[C@H:6]1[CH2:23][CH2:22][C@@:21]2([CH2:24][OH:25])[C:8](=[CH:9][CH2:10][C@@H:11]3[C@@H:20]2[CH2:19][CH2:18][C@@:16]2([CH3:17])[C@H:12]3[CH2:13][CH2:14][C:15]2=[O:26])[CH2:7]1.[Li].N.C(O)C>O1CCCC1>[C:1]([OH:4])(=[O:3])[CH3:2].[OH:25][CH2:24][C@@:21]12[C@@H:20]3[C@H:11]([C@H:12]4[C@@:16]([CH2:18][CH2:19]3)([CH3:17])[C:15](=[O:26])[CH2:14][CH2:13]4)[CH2:10][CH:9]=[C:8]1[CH2:7][CH2:6][CH2:23][CH2:22]2

참가 물질

6

반응물 4

HCID 222AmmoniaHCID 702EthanolHCID 3028194LithiumHCID 867363153beta-Chloro-19-hydroxy-5-androsten-17-one acetate

생성물 1

HCID 8673631419-Hydroxy-5-androsten-17-one acetate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 3β-chloro-19-hydroxy-5-androsten-17-one acetate in anhydrous tetrahydrofuran is added with stirring to a solution of lithium in liquid ammonia. After approximately two hours of stirring, 95% ethanol is added via dropwise addition. The residue obtained after evaporation of the ammonia is treated with water and ether. The ether extract is washed with water, dried over magnesium sulfate and concentrated under vacuum. The residue which remains is crystallized from an acetone-hexane solution to yield 19-hyroxy-5-androsten-17-one acetate.

후처리

  1. customThe residue obtained
  2. customafter evaporation of the ammonia
  3. additionis treated with water and ether
  4. extractionThe ether extract
  5. washis washed with water
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated under vacuum
  8. customThe residue which remains is crystallized from an acetone-hexane solution

출처 및 근거

ORD 기록
ord-fc986ac0968c4146b934fcf15a11aac9
출처 데이터셋
uspto-grants-1979_02
특허 번호
US04139617

반응 노트

불러오는 중…