Octanoyl chloride → 4-[4-(Octanoylamino)-phenyl]-4-oxo-butyric acid

HRID 1168473Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1168473
[C:1](Cl)(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[NH2:11][C:12]1[CH:17]=[CH:16][C:15]([C:18](=[O:25])[CH2:19][CH2:20][C:21]([O:23]C)=[O:22])=[CH:14][CH:13]=1>>[C:1]([NH:11][C:12]1[CH:13]=[CH:14][C:15]([C:18](=[O:25])[CH2:19][CH2:20][C:21]([OH:23])=[O:22])=[CH:16][CH:17]=1)(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Komponenten

3

Edukt 2

HCID 8124Octanoyl chlorideHCID 12016833Methyl 4-(4-aminophenyl)-4-oxobutanoate

Produkt 1

HCID 103085844-[4-(Octanoylamino)-phenyl]-4-oxo-butyric acidAusbeute 78,9 %

Versuchsvorschrift

In a manner similar to that described in Example 3, octanoyl chloride (0.063 g, 0.00034 mol) was allowed to react with 4-(4-amino-phenyl)-4-oxo-butyric acid, methyl ester (0.052 g, 0.00025 mol), and the resulting intermediate was hydrolyzed to give 0.063 g of 4-[4-(octanoylamino)-phenyl]-4-oxo-butyric acid as an off-white solid; MS-(AP+) MH+320.

Quellen und Nachweise

ORD-Eintrag
ord-21032f34187d48b9bf567d25f4a760a6
Quelldatensatz
uspto-grants-2003_09
Patentnummer
US06624196B2

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