Stannous chloride dihydrate → 2-Amino-4,6-di-tert-butylphenol

HRID 1804974Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1804974
[C:1]([C:5]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:8]=[C:7]([N+:15]([O-])=O)[C:6]=1[OH:18])([CH3:4])([CH3:3])[CH3:2].O.O.Cl[Sn]Cl.C([O-])(O)=O.[Na+]>CCO.CCOC(C)=O.O>[NH2:15][C:7]1[C:6]([OH:18])=[C:5]([C:1]([CH3:3])([CH3:2])[CH3:4])[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:8]=1

Komponenten

7

Edukt 3

HCID 61436Stannous chloride dihydrateHCID 516892Sodium BicarbonateHCID 6168972,4-Bis(tert-butyl)-6-nitrophenol

Produkt 1

HCID 3245552-Amino-4,6-di-tert-butylphenol

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A solution of 2,4-di-tert-butyl-6-nitro-phenol (27 mg, 0.11 mmol) and SnCl2.2H2O (121 mg, 0.54 mmol) in EtOH (1.0 mL) was heated in microwave oven at 100° C. for 30 min. The mixture was diluted with EtOAc and water, basified with sat. NaHCO3 and filtered through Celite. The organic layer was separated and dried over Na2SO4. Solvent was removed by evaporation to provide 6-amino-2,4-di-tert-butyl-phenol (C-8), which was used without further purification. HPLC ret. time 2.74 min, 10-99% CH3CN, 5 min run; ESI-MS 222.5 m/z (MH+).

Aufarbeitung

  1. filtrationfiltered through Celite
  2. customThe organic layer was separated
  3. dry with materialdried over Na2SO4
  4. customSolvent was removed by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-03e3f5f2b9d14bba8a94f09407d20978
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08354427B2

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