Lithium Chloride → 16alpha-Allyloxy-21-chloro-11beta,17-dihydroxypregn-4-ene-3,20-dione

HRID 918413Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 918413
[CH2:1]([O:4][C@@H:5]1[CH2:25][C@@H:24]2[C@:11]([CH3:29])([CH2:12][C@H:13]([OH:28])[C@H:14]3[C@H:23]2[CH2:22][CH2:21][C:20]2[C@:15]3([CH3:27])[CH2:16][CH2:17][C:18](=[O:26])[CH:19]=2)[C@@:6]1([OH:30])[C:7](=[O:10])[CH2:8]O)[CH:2]=[CH2:3].[Cl-:31].[Li+]>CN(C)C=O.O>[CH2:1]([O:4][C@@H:5]1[CH2:25][C@@H:24]2[C@:11]([CH3:29])([CH2:12][C@H:13]([OH:28])[C@H:14]3[C@H:23]2[CH2:22][CH2:21][C:20]2[C@:15]3([CH3:27])[CH2:16][CH2:17][C:18](=[O:26])[CH:19]=2)[C@@:6]1([OH:30])[C:7](=[O:10])[CH2:8][Cl:31])[CH:2]=[CH2:3]

Komponenten

5

Edukt 2

HCID 433294Lithium ChlorideHCID 6814270016alpha-Allyloxy-11beta,17,21-trihydroxypregn-4-ene-3,20-dione

Produkt 1

HCID 8673375816alpha-Allyloxy-21-chloro-11beta,17-dihydroxypregn-4-ene-3,20-dione

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of 16α-allyloxy-11β,17,21-trihydroxypregn-4-ene-3,20-dione, 21-methanesulfonate (4.6 mmoles) in 60 ml of dimethylformamide is refluxed for 1 hour under nitrogen with 5 g of lithium chloride. The solution is cooled, diluted with water and filtered. The solid is dissolved in chloroform, washed with 5% hydrochloric acid, water, dried, and evaporated in vacuo to yield the title compound.

Aufarbeitung

  1. temperatureThe solution is cooled
  2. filtrationfiltered
  3. dissolutionThe solid is dissolved in chloroform
  4. washwashed with 5% hydrochloric acid, water
  5. customdried
  6. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-79021aae87324b95954e1d69ef5b21f0
Quelldatensatz
uspto-grants-1976_07
Patentnummer
US03971773

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