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

Dimethylformamide → 3-(p-Diethylaminophenyl)-3-phenylacrolein

HRID 579934
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 579934
P(Cl)(Cl)(Cl)=O.CN(C)[CH:8]=[O:9].[CH2:11]([N:13]([CH2:28][CH3:29])[C:14]1[CH:19]=[CH:18][C:17]([C:20]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[CH2:21])=[CH:16][CH:15]=1)[CH3:12].C([O-])(=O)C.[Na+]>ClCCCl.O>[CH2:28]([N:13]([CH2:11][CH3:12])[C:14]1[CH:19]=[CH:18][C:17]([C:20]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[CH:21][CH:8]=[O:9])=[CH:16][CH:15]=1)[CH3:29]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 6228DimethylformamideHCID 24813Phosphorus oxychlorideHCID 517045Sodium AcetateHCID 14150475N,N-diethyl-4-(1-phenylethenyl)aniline

Produkt 1

HCID 542012503-(p-Diethylaminophenyl)-3-phenylacroleinAusbeute 57 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 11
1,2-Dichloroethane
Lösungsmittel
2×
HCID 962WaterLösungsmittel

Versuchsvorschrift

After adding dropwise 3.9 g of phosphorus oxychloride to a solution of 2.2 g of dimethylformamide (DMF) and 50 ml of 1,2-dichloroethane at from 0° to 5° C., the mixture was stirred at that temperature for 30 minutes. Then, a solution of 5.2 g of 1-(p-diethylaminophenyl)-1-phenylethylene in 50 ml of 1,2-dichloroethane solution was added dropwise thereto at that temperature over 30 minutes, and the mixture was reacted from 5 hours at room temperature. Hydrolysis was conducted with an addition of 100 cc of water containing 10 g of sodium acetate. After separating and water-washing an organic layer, the solvent was distilled off to obtain 4.8 g of an oily substance which was subsequently separated and purified on silica gel column chromatography to obtain 3.3 g (yield: 57% (theory)) of an oily product.

Aufarbeitung

  1. waitat that temperature over 30 minutes
  2. customthe mixture was reacted from 5 hours at room temperature
  3. customHydrolysis
  4. customAfter separating
  5. washwater-washing an organic layer
  6. distillationthe solvent was distilled off
  7. customto obtain 4.8 g of an oily substance which
  8. customwas subsequently separated
  9. custompurified on silica gel column chromatography
  10. customto obtain 3.3 g (yield: 57% (theory)) of an oily product

Quellen und Nachweise

ORD-Eintrag
ord-cf1621eb27e3468a908d52bf5fbf82f6
Quelldatensatz
uspto-grants-1988_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04751163

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion