Potassium Hydroxide → Anecortave

HRID 247540

Reaktionsgleichung

Reaktionsgleichung von HRID 247540
C([O:4][CH2:5][C:6](=[O:28])[C@:7]1([OH:27])[C@:24]2([CH3:25])[C@H:10]([C@H:11]3[C:21](=[CH:22][CH2:23]2)[C@:19]2([CH3:20])[C:14](=[CH:15][C:16](=[O:26])[CH2:17][CH2:18]2)[CH2:13][CH2:12]3)[CH2:9][CH2:8]1)(=O)C.[OH-].[K+]>CO.C(Cl)Cl>[OH:27][C@:7]1([C@:24]2([CH3:25])[C@H:10]([C@H:11]3[C:21](=[CH:22][CH2:23]2)[C@:19]2([CH3:20])[C:14](=[CH:15][C:16](=[O:26])[CH2:17][CH2:18]2)[CH2:13][CH2:12]3)[CH2:9][CH2:8]1)[C:6](=[O:28])[CH2:5][OH:4]

Komponenten

5

Edukt 2

HCID 14797Potassium HydroxideHCID 111332Anecortave Acetate

Produkt 1

HCID 7074810AnecortaveAusbeute 89,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

At room temperature, 1.5 g of 21-acetoxy-17-hydroxy-4,9(11)-pregnadiene-3,20-dione in 40 ml of methanol is agitated for 2 hours at room temperature with 15 ml of 0.2N methanolic potassium hydroxide solution. The reaction mixture is introduced into ice water. The precipitated product is suctioned off, dissolved in methylene chloride, washed with water, and dried over sodium sulfate, thus obtaining 1.2 g of 17,21-dihydroxy-4,9(11)-pregnadiene-3,20-dione; mp 248.2° C.

Aufarbeitung

  1. washwashed with water
  2. dry with materialdried over sodium sulfate

Quellen und Nachweise

ORD-Eintrag
ord-7dcadc539d5c4a489db617cf82375914
Quelldatensatz
uspto-grants-1987_11
Patentnummer
US04708823

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