1-Chloro-4-nitrobenzene → 1,1'-Oxybis(4-nitrobenzene)

HRID 1448013

Reaktionsgleichung

Reaktionsgleichung von HRID 1448013
[N:1]([O-:3])=[O:2].[Na+].[C:5](=[O:8])([O-])[O-].[Na+].[Na+].Cl[C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=1>[Br-].C([P+](CCCC)(CCCC)CCCC)CCCCCCCCCCCCCCC.O>[CH:13]1[C:12]([N+:1]([O-:3])=[O:2])=[CH:17][CH:16]=[C:5]([O:8][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=2)[CH:14]=1

Komponenten

6

Edukt 3

HCID 74741-Chloro-4-nitrobenzeneHCID 10340Sodium CarbonateHCID 23668193Sodium Nitrite

Produkt 1

HCID 75681,1'-Oxybis(4-nitrobenzene)Ausbeute 93,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 84716Hexadecyltributylphosphonium bromideKatalysatorHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

A mixture of 69 g (1.0 mol) of sodium nitrite, 53 g (0.5 mol) of sodium carbonate, 5 g (0.01 mol) of hexadecyltributyl-phosphonium bromide, 220 ml of water and 78.5 g (0.5 mol) of 4-chloro-nitrobenzene is heated to 140° C. for 7 hours. After cooling, the solid product is filtered off and washed, first with a little dilute hydrochloric acid and then with a little alcohol. After drying, 61 g (91.5% of theory) of 4,4'-dinitrodiphenyl ether (melting point: 139°-140° C.) are obtained.

Aufarbeitung

  1. temperatureAfter cooling
  2. filtrationthe solid product is filtered off
  3. washwashed, first with a little dilute hydrochloric acid
  4. customAfter drying

Quellen und Nachweise

ORD-Eintrag
ord-169bd0371b324d15a71172a170e11b6a
Quelldatensatz
uspto-grants-1979_12
Patentnummer
US04179461

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