1-Hexanol → N-Phenyl-p-phenylenediamine

HRID 3980

Reaktionsgleichung

Reaktionsgleichung von HRID 3980
[C:1]1([NH:7][C:8]2[CH:13]=[CH:12][C:11]([N:14]=O)=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O)CCCCC.[OH-].[Na+]>>[C:1]1([NH:7][C:8]2[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

4

Edukt 3

HCID 81031-HexanolHCID 90744-NitrosodiphenylamineHCID 14798Sodium Hydroxide

Produkt 1

HCID 7564N-Phenyl-p-phenylenediamine

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a 1-liter three-necked round bottom flask fitted with a stirrer, a condenser and a thermometer were added 99.0 (0.5 mole) N-phenyl-4-nitrosoaniline, 254 g n-hexanol and 40 g (0.5 mole) aqueous NaOH (50% by weight). The dark reddish brown solution was stirred, heated to 100° C., at which point an exotherm developed, and heating was discontinued. A temperature rise to 120° C. was observed within 15 minutes. After another 15 minutes, the temperature returned to 100° C. Stirring was continued for one hour while maintaining the reaction mixture at 100°-105° C. Thereafter, a sample of the reaction mixture was analyzed by HPLC; no nitroso starting material was detected.

Aufarbeitung

  1. customTo a 1-liter three-necked round bottom flask fitted with a stirrer, a condenser
  2. temperatureheating
  3. waitAfter another 15 minutes
  4. customreturned to 100° C
  5. stirringStirring
  6. waitwas continued for one hour
  7. temperaturewhile maintaining the reaction mixture at 100°-105° C

Quellen und Nachweise

ORD-Eintrag
ord-012a6b5e67c444bc94d607afb69c77fd
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04723040

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