(5-Allyloxy-2-nitro-phenyl)-(4-isopropyl-phenyl)-methanone → (5-Allyloxy-2-amino-phenyl)-(4-isopropyl-phenyl)-methanone

HRID 641848Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 641848
[CH2:1]([O:4][C:5]1[CH:6]=[CH:7][C:8]([N+:22]([O-])=O)=[C:9]([C:11]([C:13]2[CH:18]=[CH:17][C:16]([CH:19]([CH3:21])[CH3:20])=[CH:15][CH:14]=2)=[O:12])[CH:10]=1)[CH:2]=[CH2:3]>C(O)(=O)C.[Fe]>[CH2:1]([O:4][C:5]1[CH:6]=[CH:7][C:8]([NH2:22])=[C:9]([C:11]([C:13]2[CH:14]=[CH:15][C:16]([CH:19]([CH3:20])[CH3:21])=[CH:17][CH:18]=2)=[O:12])[CH:10]=1)[CH:2]=[CH2:3]

Komponenten

4

Edukt 1

HCID 59259161(5-Allyloxy-2-nitro-phenyl)-(4-isopropyl-phenyl)-methanone

Produkt 1

HCID 45139629(5-Allyloxy-2-amino-phenyl)-(4-isopropyl-phenyl)-methanone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 176Acetic AcidLösungsmittel2×

Versuchsvorschrift

To an ice chilled solution of 16 g (5-allyloxy-2-nitro-phenyl)-(4-isopropyl-phenyl)-methanone in 65 ml acetic acid are added 21.8 g iron powder. A precipitate that is formed is brought into solution by addition of additional acetic acid. After stirring for 16 h at r.t. the reaction mixture is filtered and basified by addition of aqueous potassium hydroxide solution. Extraction with dichloromethane yields (5-allyloxy-2-amino-phenyl)-(4-isopropyl-phenyl)-methanone.

Aufarbeitung

  1. customA precipitate that is formed
  2. filtrationis filtered
  3. additionbasified by addition of aqueous potassium hydroxide solution
  4. extractionExtraction with dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-63a3b6d101f24aa6a77399fd8177432d
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07696216B2

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