1-(3-Fluorophenyl)-3,4-dihydroisoquinoline → 1-(3-Fluorophenyl)isoquinoline

HRID 84133

Reaktionsgleichung

Reaktionsgleichung von HRID 84133
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH2:11][CH2:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1>ClC1C=CC=CC=1Cl.[Mn]>[F:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]=[CH:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 1

HCID 149989031-(3-Fluorophenyl)-3,4-dihydroisoquinoline

Produkt 1

HCID 111836691-(3-Fluorophenyl)isoquinolineAusbeute 100,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23930ManganeseKatalysatorHCID 72391,2-DichlorobenzeneLösungsmittel

Reaktionsbedingungen

Temperatur
165 °C

Versuchsvorschrift

266.41 g (1.183 mol) of 1-(3-fluorophenyl)-3,4-dihydroisoquinoline were dissolved in 1500 ml of o-dichlorobenzene and admixed with 901.2 g (10.37 mol, 8.7 eq.) of manganese. The mixture was stirred at 160-170° C. for 16 h. Subsequently, the reaction solution was filtered through Celite which was rinsed with dichloromethane/ethanol (25:1). Subsequently, the solvent was distilled off under reduced pressure. 264.74 g of a crystalline solid with 99% purity were obtained, corresponding to 99% of theory.

Aufarbeitung

  1. filtrationSubsequently, the reaction solution was filtered through Celite which
  2. washwas rinsed with dichloromethane/ethanol (25:1)
  3. distillationSubsequently, the solvent was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-074b9979916f4467bfc2ab558275b767
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846920B2

Verknüpfte Notizen

Wird geladen…