Hydrochloric Acid → 3,5-Dichloro-4-methylaniline

HRID 1462647

Reaktionsgleichung

Reaktionsgleichung von HRID 1462647
Cl[C:2]1[C:8]([Cl:9])=[C:7]([CH3:10])[C:6]([Cl:11])=[C:5](Cl)[C:3]=1[NH2:4].C1(O)C=CC=CC=1.[H][H].Cl>[Pd].O.C1(C)C=CC=CC=1.[Ta]>[Cl:9][C:8]1[CH:2]=[C:3]([CH:5]=[C:6]([Cl:11])[C:7]=1[CH3:10])[NH2:4]

Komponenten

9

Edukt 4

HCID 313Hydrochloric AcidHCID 996PhenolHCID 202734132,3,5,6-Tetrachloro-4-methylanilineHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 6411543,5-Dichloro-4-methylanilineAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 23938PalladiumKatalysatorHCID 23956TantalumKatalysatorHCID 962WaterLösungsmittelHCID 1140TolueneLösungsmittel

Versuchsvorschrift

61.5 parts of 2,3,5,6-tetrachloro-4-methylaniline, 180 parts of phenol and 15 parts of a 1% strength palladium/charcoal catalyst are reacted with hydrogen under a maximum pressure of 50 bar at 180° C. in a tantalum autoclave, in the presence of a small amount of hydrochloric acid, in the course of 5 hours, while stirring. After the pressurized vessel has been cooled and the pressure released, the mixture is diluted with 300 parts of water and 200 parts of toluene, rendered alkaline, heated to 90°, and separated from the catalyst. The catalyst is boiled up with toluene, and the combined toluene solutions are distilled. 44 parts of 3,5-dichloro-4-methylaniline, bp. 146°-155°/18 mbar, 98% strength, are obtained; yield: 98% of theory.

Aufarbeitung

  1. temperatureAfter the pressurized vessel has been cooled
  2. temperatureheated to 90°
  3. customseparated from the catalyst
  4. distillationthe combined toluene solutions are distilled

Quellen und Nachweise

ORD-Eintrag
ord-a41c7d8b657f4d07aacb21eb4aa4fd25
Quelldatensatz
uspto-grants-1984_07
Patentnummer
US04460788

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