Ethanol → ((1-Naphthyl)methyl)(2-amino-4-methyl-phenyl)amine

HRID 916081Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 916081
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[C:4]([N+:9]([O-])=O)[CH:3]=1.[CH2:12](O)[CH3:13].[OH-].[Na+].O1[CH2:22][CH2:21]OCC1>[Zn]>[C:12]1([CH2:13][NH:8][C:5]2[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][C:4]=2[NH2:9])[C:21]2[C:22](=[CH:1][CH:2]=[CH:3][CH:4]=2)[CH:7]=[CH:6][CH:5]=1

Komponenten

6

Edukt 4

HCID 702EthanolHCID 69784-Methyl-2-nitroanilineHCID 14798Sodium HydroxideHCID 312751,4-Dioxane

Produkt 1

HCID 17810729((1-Naphthyl)methyl)(2-amino-4-methyl-phenyl)amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23994ZincKatalysator

Versuchsvorschrift

To (1-naphthyl)methyl)(4-methyl-2-nitro-phenyl)amine (1.0021 g, 3.43 mmol), ethanol (5 ml) and 1,4-dioxane (5 ml) were added, and 2.058 M aqueous sodium hydroxide solution (1 ml) was further added, and refluxed in an oil bath. After 15 minutes, it was removed from the oil bath, and zinc powder (897 mg, 13.72 mmol) was fed thereto in portions. Then it was refluxed again in the oil bath for 2 hours. After 2 hours, it was concentrated under reduced pressure, and dissolved in ethyl acetate (50 ml), and washed twice with saturated saline (25 ml). After drying with magnesium sulfate, it was concentrated under reduced pressure and dried to obtain a brown oil of ((1-naphthyl)methyl)(2-amino-4-methyl-phenyl)amine (943.1 mg).

Aufarbeitung

  1. temperaturerefluxed in an oil bath
  2. temperatureThen it was refluxed again in the oil bath for 2 hours
  3. waitAfter 2 hours
  4. concentrationit was concentrated under reduced pressure
  5. dissolutiondissolved in ethyl acetate (50 ml)
  6. washwashed twice with saturated saline (25 ml)
  7. dry with materialAfter drying with magnesium sulfate, it
  8. concentrationwas concentrated under reduced pressure
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-d29a8f541a4647cdbb5b42e56acbe54f
Quelldatensatz
uspto-grants-2007_09
Patentnummer
US07268145B2

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