StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Water → 2-(6-quinolinyloxy)-N-(4-methylpent-2-yn-4-yl) butyramide

HRID 2222285
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2222285
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][CH:6]=[CH:5]2.[H-].[Na+].Br[CH:15]([CH2:25][CH3:26])[C:16]([NH:18][C:19]([CH3:24])([CH3:23])[C:20]#[C:21][CH3:22])=[O:17].O>CN(C)C=O.C(OCC)C>[N:8]1[C:9]2[C:4](=[CH:3][C:2]([O:1][CH:15]([CH2:25][CH3:26])[C:16]([NH:18][C:19]([CH3:24])([CH3:23])[C:20]#[C:21][CH3:22])=[O:17])=[CH:11][CH:10]=2)[CH:5]=[CH:6][CH:7]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 962WaterHCID 113746-HydroxyquinolineHCID 24758Sodium hydrideHCID 210784062-bromo-N-(4-methylpent-2-yn-4-yl)butyramide

Produkt 1

HCID 692539492-(6-quinolinyloxy)-N-(4-methylpent-2-yn-4-yl) butyramide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283
Diethyl Ether
Lösungsmittel
HCID 6228DimethylformamideLösungsmittel3×

Versuchsvorschrift

6-Hydroxyquinoline (0.46 g) in dry N,N-dimethylformamide (10 ml) was added dropwise to a stirred suspension of sodium hydride (0.10 g, 80% dispersion in mineral oil) in dry N,N-dimethylformamide under an atmosphere of nitrogen at ambient temperature. The green solution was stirred at ambient temperature for 1 hour and a solution of 2-bromo-N-(4-methylpent-2-yn-4-yl) butyramide (0.74 g) in dry N,N-dimethylformamide (10 ml) was added. The mixture was stirred at ambient temperature for 18 hours, poured into water and extracted into diethyl ether (three times). The organic extracts were combined, washed with dilute aqueous sodium hydroxide, water (twice), dried over magnesium sulphate and evaporated under reduced pressure to give a gum. The gum was fractionated by chromatography (silica; diethyl ether) to give the required product, 0.44 g, as a colourless gum.

Aufarbeitung

  1. stirringThe mixture was stirred at ambient temperature for 18 hours
  2. extractionextracted into diethyl ether (three times)
  3. washwashed with dilute aqueous sodium hydroxide, water (twice),
  4. dry with materialdried over magnesium sulphate
  5. customevaporated under reduced pressure
  6. customto give a gum

Quellen und Nachweise

ORD-Eintrag
ord-e527ddbdcf464a129874042d2677f89f
Quelldatensatz
uspto-grants-2008_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07371764B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion