2,4-Dichlorotoluene → Toluene chlorotoluene

HRID 579888

Reaktionsgleichung

Reaktionsgleichung von HRID 579888
[Cl:1][C:2]1[CH:7]=[C:6](Cl)[CH:5]=[CH:4][C:3]=1[CH3:9]>[Pd].C1(C)C=CC=CC=1>[C:3]1([CH3:9])[CH:4]=[CH:5][CH:6]=[CH:7][CH:2]=1.[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH3:9]

Komponenten

4

Edukt 1

HCID 72542,4-Dichlorotoluene

Produkt 1

HCID 19853488Toluene chlorotoluene

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysator2×HCID 1140TolueneLösungsmittel

Versuchsvorschrift

This example shows the utility of sulfided noble metals as a dehalogenation catalyst for substituted chlorobenzenes. The catalyst used was 0.5% palladium on 1/8" alumina. 2,4-Dichlorotoluene was used as the feed and the feed rate was maintained at about 1.25 g/min. The dehalogenation reaction catalysed by non-sulfided palladium at a temperature of 300° C. was found to be very vigorous. Up to 81% toluene was formed during such dehalogenation, yielding a mole ratio of toluene-chlorotoluene of 4.24. When the dehalogenation was catalysed by a sulfided palladium, the reaction rate was reduced considerably and the selectivity to chlorotoluene was improved. Only 41% toluene was found in the dehalogenated product which corresponded to a toluene/chlorotoluene mole ratio of 1.19. Thus sulfided palladium was found to be effective in improving selectivity to substituted chlorobenzene.

Aufarbeitung

  1. temperaturethe feed rate was maintained at about 1.25 g/min

Quellen und Nachweise

ORD-Eintrag
ord-7ab1cedbc4f348f9bafae577506e4754
Quelldatensatz
uspto-grants-1988_06
Patentnummer
US04749817

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