Hydrochloric Acid → R 1364 (Steroid)

HRID 1077201Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1077201
[CH2:1]([C@:4]12[CH2:12][CH2:11][C@@H:10]3[C:13]4[CH2:14][CH:15]=[C:16]([O:21]C)[CH2:17][C:18]=4[CH2:19][CH2:20][C@H:9]3[C@@H:8]1[CH2:7][CH2:6][C@@:5]2([C:24]#[CH:25])[OH:23])[CH2:2][CH3:3].Cl.O.CO>CCOCC>[CH2:1]([C@:4]12[CH2:12][CH2:11][C@@H:10]3[C@@H:13]4[C:18]([CH2:19][CH2:20][C@H:9]3[C@@H:8]1[CH2:7][CH2:6][C@:5]2([C:24]#[CH:25])[OH:23])=[CH:17][C:16](=[O:21])[CH2:15][CH2:14]4)[CH2:2][CH3:3]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 962Water2×HCID 86733485HCID 86733485, Verbindung

Produkt 1

HCID 73602799R 1364 (Steroid)Ausbeute 33,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

Shake 13β-n-propyl-3-methoxy-17β-ethynyl-gona-2,5(10)-dien-17 -ol (0.31 g.) with a solution prepared by mixing concentrated hydrochloric acid (0.81 cc.), water (0.54 cc.) and methanol (12.15 cc.), until the solid dissolves. After addition of water, work up with ether, purify by recrystallization from cyclohexane to obtain the title compound (0.1 g.), m.p. 149°-50.5°; ultraviolet absorption peak at 240 mμ (ε15,700); infrared absorption peaks at 2.99, 3.06, 6.04, 6.16 μ.

Aufarbeitung

  1. dissolutionuntil the solid dissolves
  2. custompurify by recrystallization from cyclohexane

Quellen und Nachweise

ORD-Eintrag
ord-38544423709142e38776a2862590a572
Quelldatensatz
uspto-grants-1976_05
Patentnummer
US03959322

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