Phosphorus oxychloride → 1-Chloro-3-(4-(n-butyl)phenyl)isoquinoline

HRID 1251200Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1251200
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[NH:12][C:13](=O)[C:14]3[C:19]([CH:20]=2)=[CH:18][CH:17]=[CH:16][CH:15]=3)=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].P(Cl)(Cl)([Cl:24])=O>>[Cl:24][C:13]1[C:14]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:20]=[C:11]([C:8]2[CH:9]=[CH:10][C:5]([CH2:1][CH2:2][CH2:3][CH3:4])=[CH:6][CH:7]=2)[N:12]=1

Komponenten

3

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 225028893-(4-(n-Butyl)phenyl]isoquinolin-1-one

Produkt 1

HCID 225032091-Chloro-3-(4-(n-butyl)phenyl)isoquinoline

Versuchsvorschrift

The resulting 3-[4-(n-butyl)phenyl]isoquinolin-1-one (2.44 g) was reacted with phosphorus oxychloride (20 ml) according to the method of Example 10-2, to give 1-chloro-3-[4-(n-butyl)phenyl]isoquinoline. The resulting compound was reacted, as it was, with N-ethylpiperazine (11 ml) at 100° C. overnight. The reaction solution was evaporated, and to the resulting residue were added ethyl acetate and purified water. The resulting ethyl acetate layer was washed with water and brine, and dried over magnesium sulfate. The solvent was evaporated, and the resulting residue was purified by silica gel column chromatography (chloroform/methanol system), to give 1.78 g of the free compound of the title compound as a pale yellow oil.

Quellen und Nachweise

ORD-Eintrag
ord-3ad2c7c5410e4ba8b7150c5b08321f13
Quelldatensatz
uspto-grants-2002_01
Patentnummer
US06340759B1

Notizen zur Reaktion

Wird geladen…