4-(3-Isopropyl-4-methoxy-phenoxy)-3,5-dimethyl-nitrobenzene → 3,5-Dimethyl4-(3'-isopropyl-4'-methoxyphenoxy)-aniline

HRID 2256481Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2256481
[CH3:1][C:2]1[CH:3]=[C:4]([N+:21]([O-])=O)[CH:5]=[C:6]([CH3:20])[C:7]=1[O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([CH:17]([CH3:19])[CH3:18])[CH:10]=1>[Pt].C(O)C>[CH3:20][C:6]1[CH:5]=[C:4]([CH:3]=[C:2]([CH3:1])[C:7]=1[O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([CH:17]([CH3:18])[CH3:19])[CH:10]=1)[NH2:21]

Komponenten

4

Edukt 1

HCID 103136024-(3-Isopropyl-4-methoxy-phenoxy)-3,5-dimethyl-nitrobenzene

Produkt 1

HCID 100167993,5-Dimethyl4-(3'-isopropyl-4'-methoxyphenoxy)-aniline

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23939PlatinumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

3,5-Dimethyl-4-(3'-isopropyl-4'-methoxyphenoxy)nitrobenzene (480 mg) and 50 mg of 10% platinum on carbon in 100 ml ethanol are reduced on a Parr shaker. Catalyst is removed by filtration through Celite and the filtrate stripped. The residue is taken up in ether and acidified with gaseous hydrogen chloride. The ether solution is chilled, filtered to remove insolubles, and stripped to afford 3,5-dimethyl-4-(3'-isopropyl-4'-methoxyphenoxy)-aniline hiedrochloride, m.p. 95°-100°.

Aufarbeitung

  1. customCatalyst is removed by filtration through Celite
  2. temperatureThe ether solution is chilled
  3. filtrationfiltered
  4. customto remove insolubles

Quellen und Nachweise

ORD-Eintrag
ord-7c2ab23343aa4745863b87cdacbbe6f9
Quelldatensatz
uspto-grants-1997_08
Patentnummer
US05654468

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