Sodium Hydroxide → Sodium alpha-(o-aminophenyl)-p-bromocinnamate

HRID 1084318Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1084318
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10](=[CH:14][C:15]1[CH:20]=[CH:19][C:18]([Br:21])=[CH:17][CH:16]=1)[C:11]([OH:13])=[O:12])([O-])=O.[OH-].[Na+:23]>O>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10](=[CH:14][C:15]1[CH:16]=[CH:17][C:18]([Br:21])=[CH:19][CH:20]=1)[C:11]([O-:13])=[O:12].[Na+:23]

Komponenten

4

Edukt 2

HCID 14798Sodium Hydroxide2×HCID 54296204alpha-(2-Nitrophenyl)-p-bromocinnamic acid

Produkt 1

HCID 67859211Sodium alpha-(o-aminophenyl)-p-bromocinnamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a mixture of FeSO4.7H2O (163 g, 0.586 mol) in 180 ml of water was added 720 ml of 2.5N NaOH and the mixture was stirred and heated at 80° C. A solution of cinnamic acid derivative 1 (20.40 g, 0.05859 mol) in 180 ml of 0.5N NaOH was added dropwise. After the addition was complete, the temperature was increased to 100° C. and maintained for 30 min. The mixture was filtered while hot, and the filtrate was allowed to cool gradually to room temperature. The resulting solid was isolated by filtration to yield, after drying in vacuo, 12.1 g (61%) of the title compound as a tan solid which was used in the next reaction without purification.

Aufarbeitung

  1. additionAfter the addition
  2. temperaturethe temperature was increased to 100° C.
  3. temperaturemaintained for 30 min
  4. filtrationThe mixture was filtered while hot, and the filtrate
  5. temperatureto cool gradually to room temperature
  6. customThe resulting solid was isolated by filtration
  7. customto yield
  8. dry with materialafter drying in vacuo, 12.1 g (61%) of the title compound as a tan solid which
  9. customwas used in the next reaction without purification

Quellen und Nachweise

ORD-Eintrag
ord-167e44dc300a493488ce515ee1922a74
Quelldatensatz
uspto-grants-1991_04
Patentnummer
US05004740

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