Trifluoroacetic acid → (+)-4-Hydroxy-1,2,9,10-tetramethoxyaporphine

HRID 1112210

Reaktionsgleichung

Reaktionsgleichung von HRID 1112210
[CH3:1][N:2]1[C@@H:11]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[C:15]([O:21][CH3:22])[CH:14]=2)[C:10]2[C:5](=[CH:6][C:7]([O:25][CH3:26])=[C:8]([O:23][CH3:24])[CH:9]=2)[CH2:4][CH2:3]1.FC(F)(F)C(O)=[O:30]>[O-][V]([O-])([O-])=O.[Na+].[Na+].[Na+]>[OH:30][CH:4]1[CH2:3][N:2]([CH3:1])[CH:11]2[C:10]3[C:5]1=[CH:6][C:7]([O:25][CH3:26])=[C:8]([O:23][CH3:24])[C:9]=3[C:18]1[C:13]([CH2:12]2)=[CH:14][C:15]([O:21][CH3:22])=[C:16]([O:19][CH3:20])[CH:17]=1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 73397Laudanosine

Produkt 1

HCID 5259813(+)-4-Hydroxy-1,2,9,10-tetramethoxyaporphine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 61671Sodium orthovanadateKatalysator

Versuchsvorschrift

2 g. (+)-laudanosine (Eur. J. Med. Chem., 9, 237/1974) is reacted, in the manner described in Example 1, with 1.73 g. vanadyl (V) fluoride in trifluoroacetic acid. After analogous working up and crystallisation from diethyl ether, there is obtained (+)-4-hydroxy-1,2,9,10-tetramethoxyaporphine (cataline) in the form of colourless crystals; m.p. 180° - 182° C.;

Aufarbeitung

  1. customcrystallisation from diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-d402ab1c972f4bb7a9e22d81e2742579
Quelldatensatz
uspto-grants-1978_10
Patentnummer
US04120964

Verknüpfte Notizen

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