Trifluoroacetic acid → 5,7-dichloro-4-phenyl-1,2,3,4-tetrahydroquinoline-2-carboxylic Acid

HRID 47370Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 47370
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([Cl:9])[CH:8]=1)[NH2:5].[CH2:10]([C:12](=O)[C:13]([O-:15])=[O:14])[CH3:11].C=C[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.FC(F)(F)C(O)=O.[OH-].[Na+]>C(#N)C.C(O)C>[Cl:1][C:2]1[CH:8]=[C:7]([Cl:9])[CH:6]=[C:4]2[C:3]=1[CH:11]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH2:10][CH:12]([C:13]([OH:15])=[O:14])[NH:5]2

Komponenten

8

Edukt 5

HCID 6422Trifluoroacetic acidHCID 7501StyreneHCID 122813,5-DichloroanilineHCID 14798Sodium HydroxideHCID 35932772-Ketobutyrate

Produkt 1

HCID 99231615,7-dichloro-4-phenyl-1,2,3,4-tetrahydroquinoline-2-carboxylic Acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Compound 15 was prepared by the basic process from 5.0 mmol 3,5-dichloroaniline, 5.5 mmol ethylglyoxalate solution (50% toluene), 15.0 mmol styrene and 5.0 mmol trifluoroacetic acid in 30.0 ml acetonitrile. Subsequent saponification was carried out using 1.0 ml of sodium hydroxide solution (6N water) in 20.0 ml of ethanol.

Quellen und Nachweise

ORD-Eintrag
ord-d3e2222c3045443591698a2b7c600b99
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06699877B2

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