3,4-Dimethylbenzoic acid → 1-(3,4-Dimethylbenzoyl)-2-methyl-1,2,3,4-tetrahydro-4-quinolinol

HRID 585366

Reaktionsgleichung

Reaktionsgleichung von HRID 585366
[CH3:1][CH:2]1[CH2:11][CH:10]([OH:12])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:3]1.[CH3:13][C:14]1[CH:15]=[C:16]([CH:20]=[CH:21][C:22]=1[CH3:23])[C:17](O)=[O:18]>>[CH3:13][C:14]1[CH:15]=[C:16]([CH:20]=[CH:21][C:22]=1[CH3:23])[C:17]([N:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:10]([OH:12])[CH2:11][CH:2]1[CH3:1])=[O:18]

Komponenten

3

Edukt 2

HCID 120733,4-Dimethylbenzoic acidHCID 1476341,2,3,4-Tetrahydro-2-methyl-4-quinolinol

Produkt 1

HCID 223392911-(3,4-Dimethylbenzoyl)-2-methyl-1,2,3,4-tetrahydro-4-quinolinolAusbeute 62,5 %

Versuchsvorschrift

Starting with 2-methyl-1,2,3,4-tetrahydro-4-quinolinol (1.00 g, 6.12 mmol) synthesized in the published manner and 3,4-dimethylbenzoic acid (1.20 g, 7.96 mmol), the same procedure as shown in Reference Example 19 was repeated to give the titled compound (1.13 g, yield: 48%) as an oil. (cis:trans=1:1)

Quellen und Nachweise

ORD-Eintrag
ord-b438aaa24d5e473fab42bdf6165d050d
Quelldatensatz
uspto-grants-2005_08
Patentnummer
US06930104B2

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