Sodium Sulfate → 8-Bromo-6-methoxyisoquinoline

HRID 2069081Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2069081
S([O-])([O-])(=O)=O.[Na+].[Na+].[Br:8][C:9]1[CH:10]=[C:11]([O:19][CH3:20])[CH:12]=[C:13]2[C:18]=1[CH2:17][NH:16][CH2:15][CH2:14]2>[O-2].[O-2].[Mn+4].C1(C)C=CC=CC=1>[Br:8][C:9]1[CH:10]=[C:11]([O:19][CH3:20])[CH:12]=[C:13]2[C:18]=1[CH:17]=[N:16][CH:15]=[CH:14]2

Komponenten

5

Edukt 2

HCID 24436Sodium SulfateHCID 674039748-Bromo-6-methoxy-1,2,3,4-tetrahydroisoquinoline

Produkt 1

HCID 595347478-Bromo-6-methoxyisoquinolineAusbeute 35,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418406HCID 178418406, VerbindungKatalysatorHCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

Sodium sulfate (2.8 g) and manganese dioxide (7.1 g; Ald) were added to a toluene (60 mL) solution of Intermediate 5 (1.99 g) and the resulting mixture was stirred at 140° C. for 24 hours. The reaction mixture was filtrated through celite followed by the addition of 2 N hydrochloric acid and the resulting mixture was washed with ether. The resulting mixture was neutralized with 5 N aqueous sodium hydroxide solution and then extracted with dichloromethane to give the title compound (698 mg).

Aufarbeitung

  1. filtrationThe reaction mixture was filtrated through celite
  2. additionfollowed by the addition of 2 N hydrochloric acid
  3. washthe resulting mixture was washed with ether
  4. extractionextracted with dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-3e8e20bb7d444874a7b463aec3541926
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08299055B2

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