3-Phenylprop-2-enoyl chloride → 4-[4-(Cinnamoylamino)-phenyl]-4-oxo-butyric acid

HRID 1168476Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1168476
[C:1](Cl)(=[O:10])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[NH2:12][C:13]1[CH:18]=[CH:17][C:16]([C:19](=[O:26])[CH2:20][CH2:21][C:22]([O:24]C)=[O:23])=[CH:15][CH:14]=1>>[C:1]([NH:12][C:13]1[CH:14]=[CH:15][C:16]([C:19](=[O:26])[CH2:20][CH2:21][C:22]([OH:24])=[O:23])=[CH:17][CH:18]=1)(=[O:10])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Komponenten

3

Edukt 2

HCID 660233-Phenylprop-2-enoyl chlorideHCID 12016833Methyl 4-(4-aminophenyl)-4-oxobutanoate

Produkt 1

HCID 699406674-[4-(Cinnamoylamino)-phenyl]-4-oxo-butyric acidAusbeute 60,6 %

Versuchsvorschrift

In a manner similar to that described in Example 3, cinnamoyl chloride (0.057 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 0.049 g of 4-[4-(cinnamoylamino)-phenyl]-4-oxo-butyric acid as a yellow solid; MS-(AP+) MH+324.

Quellen und Nachweise

ORD-Eintrag
ord-d3720fd5e40a4ef09e7e85fcea94ee20
Quelldatensatz
uspto-grants-2003_09
Patentnummer
US06624196B2

Notizen zur Reaktion

Wird geladen…