Ammonium Chloride → 4-(2-Chloro-5-pyridylmethyloxy)aniline

HRID 1155757

Reaktionsgleichung

Reaktionsgleichung von HRID 1155757
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][O:9][C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-])=O)=[CH:12][CH:11]=2)=[CH:4][N:3]=1.[Cl-].[NH4+]>C(O)C.O.CCOCC.[Fe]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][O:9][C:10]2[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=2)=[CH:4][N:3]=1

Komponenten

7

Edukt 2

HCID 25517Ammonium ChlorideHCID 205379154-(2-Chloro-5-pyridylmethyloxy)nitrobenzene

Produkt 1

HCID 205378954-(2-Chloro-5-pyridylmethyloxy)aniline

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 23925IronKatalysatorHCID 702EthanolLösungsmittelHCID 962WaterLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

Two grams (7.6 mmol) of 2-chloro-5-(4-nitrophenoxy) methylpyridine and 4 grams (76.0 mmol) of ammonium chloride in 40 ml of ethanol and 20 ml of water are heated to 60°, after which 2.1 grams (38.0 mmol) of iron powder is added in small portions over 15 minutes. The mixture is heated under reflux for 2 hours. The reaction is cooled and stripped, and the residue is taken up in ether, washed with water, dried over sodium sulfate and stripped to yield 2-chloro-5-(4-aminophenoxy)methylpyridine.

Aufarbeitung

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for 2 hours
  3. temperatureThe reaction is cooled
  4. washwashed with water
  5. dry with materialdried over sodium sulfate

Quellen und Nachweise

ORD-Eintrag
ord-da7d36f6837a467daddd828cc96beede
Quelldatensatz
uspto-grants-1982_06
Patentnummer
US04332944

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