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

N,N-Diethylaniline → 3-(4-Chloro-2-methylbenzofuran-7-yl)-1-methyl-6-trifluoromethyluracil

HRID 366311
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 366311
C(N(CC)[C:4]1[CH:9]=CC=C[CH:5]=1)C.[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([N:19]2[C:24](=[O:25])[CH:23]=[C:22]([C:26]([F:29])([F:28])[F:27])[N:21]([CH3:30])[C:20]2=[O:31])=[C:15]([O:32]CC#C)[CH:14]=1.[F-].[Cs+]>O>[Cl:12][C:13]1[C:14]2[CH:5]=[C:4]([CH3:9])[O:32][C:15]=2[C:16]([N:19]2[C:24](=[O:25])[CH:23]=[C:22]([C:26]([F:29])([F:27])[F:28])[N:21]([CH3:30])[C:20]2=[O:31])=[CH:17][CH:18]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 7061N,N-DiethylanilineHCID 25953Cesium fluorideHCID 232891823-(4-Chloro-2-propargyloxyphenyl)-1-methyl-6-trifluoromethyluracil

Produkt 1

HCID 232891903-(4-Chloro-2-methylbenzofuran-7-yl)-1-methyl-6-trifluoromethyluracilAusbeute 35 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
185 °C

Versuchsvorschrift

200 ml of N,N-diethylaniline was added to 20.0 g (55.8 mmol) of 3-(4-chloro-2-propargyloxyphenyl)-1-methyl-6-trifluoromethyluracil and 17.0 g (112 mmol) of cesium fluoride, followed by stirring at 180 to 190° C. for 2 hours. After completion of the reaction, the reaction solution was poured into water and extracted with ethyl acetate. The organic layer was washed sequentially with a 10% hydrochloric acid aqueous solution, water and a saturated sodium chloride aqueous solution and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. Then, the obtained residue was purified by silica gel column chromatography to obtain 7.0 g (yield: 35.0%) of the desired product as white crystals. Melting point: 206-207° C.

Aufarbeitung

  1. customAfter completion of the reaction
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed sequentially with a 10% hydrochloric acid aqueous solution, water
  4. dry with materiala saturated sodium chloride aqueous solution and then dried over anhydrous magnesium sulfate
  5. distillationThe solvent was distilled off under reduced pressure
  6. customThen, the obtained residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-29162f684be145f08ddef634d4414c6b
Quelldatensatz
uspto-grants-2000_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06130187

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion