Potassium Carbonate → (2-Chloro-6-fluorophenyl)-P-tolyl-amine

HRID 749259

Reaktionsgleichung

Reaktionsgleichung von HRID 749259
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1O.C(=O)([O-])[O-].[K+].[K+].ClCC([NH:20][C:21]1[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=1)=O.ClC1C=CC=C(F)C=1OCC(NC1C=CC(C)=CC=1)=O.C[O-].[Na+]>CC(O)C.CO>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[NH:20][C:21]1[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=1

Komponenten

8

Edukt 5

HCID 11430Potassium CarbonateHCID 279672-Chloro-N-(4-methylphenyl)acetamideHCID 27737102-Chloro-6-fluorophenolHCID 10942334Sodium MethoxideHCID 689560632-(2'-chloro-6'-fluorophenoxy)-N-(4-methylphenyl)acetamide

Produkt 1

HCID 21100364(2-Chloro-6-fluorophenyl)-P-tolyl-amine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

14.65 g (100 mmol) of 2-chloro-6-fluorophenol are dissolved in 50 ml of 2-propanol followed by the addition of 15.5 g (112 mmol) of potassium carbonate and 18.9 g (103 mmol) of 2-chloro-N-(4-methylphenyl)acetamide. The mixture is refluxed for 4 hours. At this time, the formation of 2-(2′-chloro-6′-fluorophenoxy)-N-(4-methylphenyl)acetamide is completed. 20 ml of sodium methylate solution 30% in methanol are slowly added. To maintain a temperature of at least 75° C., about 25 ml of solvent are distilled during the addition. The mixture is boiled 2 hours more to complete the formation of (2′-chloro-6′-fluorophenyl)-(4-methylphenyl)-amine.

Aufarbeitung

  1. temperatureThe mixture is refluxed for 4 hours
  2. distillationare distilled during the addition

Quellen und Nachweise

ORD-Eintrag
ord-fe3f4025b77d41a2bd8606edeb9df2fb
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07402603B2

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