Ethanol → 4-(4-Aminophenoxy)-7-(benzyloxy)-6-cyanoquinoline

HRID 1010076Notizen

Reaktionsgleichung

[Cl-].[NH4+].C(O)C.[CH2:6]([O:13][C:14]1[CH:23]=[C:22]2[C:17]([C:18]([O:24][C:25]3[CH:30]=[CH:29][C:28]([N+:31]([O-])=O)=[CH:27][CH:26]=3)=[CH:19][CH:20]=[N:21]2)=[CH:16][C:15]=1[C:34]#[N:35])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>[Fe].O>[NH2:31][C:28]1[CH:27]=[CH:26][C:25]([O:24][C:18]2[C:17]3[C:22](=[CH:23][C:14]([O:13][CH2:6][C:7]4[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=4)=[C:15]([C:34]#[N:35])[CH:16]=3)[N:21]=[CH:20][CH:19]=2)=[CH:30][CH:29]=1

Komponenten

Reaktionsbedingungen

Temperatur: 90 °C

Versuchsvorschrift

Iron powder (0.6 g), ammonium chloride (1.4 g), ethanol (100 ml) and water (30 ml) were added to the 7-benzyloxy-6-cyano-4-(4-nitrophenoxy)quinoline obtained in Production Example 5, and the mixture was stirred at 90° C. for 2.5 hours. The reaction system was returned to room temperature and then filtered with celite, the filtrate was subjected to liquid separation, and the organic layer was washed with water and saturated brine in that order, dried over sodium sulfate and then concentrated to dryness under reduced pressure to obtain 1.31 g of a crude product containing the target substance. The crude product was used directly for the following reaction. (Production Example 7).

Aufarbeitung

customobtained in Production Example 5
customwas returned to room temperature
filtrationfiltered with celite
customthe filtrate was subjected to liquid separation
washthe organic layer was washed with water and saturated brine in that order
dry with materialdried over sodium sulfate
concentrationconcentrated to dryness under reduced pressure

Quellen und Nachweise

ORD-Eintrag: ord-d0f79b4c20d04e999a1c61eeb1e4838b
Quelldatensatz: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07973160B2

Notizen zur Reaktion

Wird geladen…