Sodium borohydride → HCID 68143930, Verbindung

HRID 1077163Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1077163
[CH2:1]([C@:4]12[CH2:12][CH2:11][C:10]3[C:13]4[CH:14]=[CH:15][C:16]([O:21][CH3:22])=[CH:17][C:18]=4[CH2:19][CH2:20][C:9]=3[C@@H:8]1[CH2:7][CH2:6][C:5]2=[O:23])[CH2:2][CH3:3].[BH4-].[Na+]>CO>[CH2:1]([C@:4]12[CH2:12][CH2:11][C:10]3[C:13]4[CH:14]=[CH:15][C:16]([O:21][CH3:22])=[CH:17][C:18]=4[CH2:19][CH2:20][C:9]=3[C@@H:8]1[CH2:7][CH2:6][C@@H:5]2[OH:23])[CH2:2][CH3:3]

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 54182015(±)-3-Methoxy-13-propylgona-1,3,5(10),8-tetraen-17-one

Produkt 1

HCID 68143930HCID 68143930, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Add 13β-propyl-3-methoxygona-1,3,5(10),8-tetraen-17-one (3.5 g.) to a solution of sodium borohydride (1.16 g.) in methanol (120 cc.). Heat the reaction mixture to reflux with stirring for 30 minutes. Concentrate the resulting solution, adjust its pH to 6 with aqueous acetic acid and filter off the resulting white precipitate which is the title product, (3.1 g.), m.p. 134°-8°; ultra-violet absorption peak at 278 mμ (ε15,350); infrared showed a band due to hydroxyl but no ketone present.

Aufarbeitung

  1. temperatureHeat the reaction mixture
  2. temperatureto reflux
  3. concentrationConcentrate the resulting solution
  4. filtrationfilter off the resulting white precipitate which

Quellen und Nachweise

ORD-Eintrag
ord-3c5969ae87314b1c84ef31762a4adb85
Quelldatensatz
uspto-grants-1976_05
Patentnummer
US03959322

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