Water → 5-(tert-Butyl)-2-methoxy-3-nitroaniline

HRID 1844598Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1844598
[C:1]([C:5]1[CH:6]=[C:7]([N+:16]([O-])=O)[C:8]([O:14][CH3:15])=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].O.CC1CCC=CC1>C(O)C.[Pd].C(OCC)(=O)C>[C:1]([C:5]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[C:8]([O:14][CH3:15])=[C:7]([CH:6]=1)[NH2:16])([CH3:4])([CH3:2])[CH3:3]

Komponenten

7

Edukt 3

HCID 962WaterHCID 115724-Methylcyclohexene2×HCID 42526024-tert-Butyl-2,6-dinitroanisole

Produkt 1

HCID 112068635-(tert-Butyl)-2-methoxy-3-nitroaniline

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

2.0 g 5-tert-butyl-2-methoxy-1,3-dinitro-benzene are dissolved in 20 ml of ethanol, combined with 100 μl water and 100 mg of 10% palladium on activated charcoal and then refluxed. 1.9 ml of 4-methyl-cyclohexene are added and the mixture is refluxed for a further 2 hours. Then a further 950 μl of 4-methyl-cyclohexene are added dropwise and then refluxed for 16 hours. The solvents are then eliminated in vacuo, the residue is taken up in ethyl acetate and washed successively with saturated aqueous sodium hydrogen carbonate solution and saturated aqueous sodium chloride solution. After drying with sodium sulphate the solvents are eliminated in vacuo and the residue is dried in vacuo.

Aufarbeitung

  1. temperaturerefluxed
  2. temperaturethe mixture is refluxed for a further 2 hours
  3. temperaturerefluxed for 16 hours
  4. washwashed successively with saturated aqueous sodium hydrogen carbonate solution and saturated aqueous sodium chloride solution
  5. dry with materialAfter drying with sodium sulphate the solvents
  6. customthe residue is dried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-30d8770e9e694482a6317da7ca4f6198
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08946438B2

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