1-(Benzyloxy)-2-bromo-4-nitrobenzene → 4-Benzyloxy-3-bromophenylamine

HRID 1157155Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1157155
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][C:10]=1[Br:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)C.O.Cl.[Fe]>[NH2:15][C:12]1[CH:13]=[CH:14][C:9]([O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[C:10]([Br:18])[CH:11]=1

Komponenten

6

Edukt 1

HCID 220178401-(Benzyloxy)-2-bromo-4-nitrobenzene

Produkt 1

HCID 220177374-Benzyloxy-3-bromophenylamine

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 313Hydrochloric AcidKatalysatorHCID 23925IronKatalysatorHCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of 1-benzyloxy-2-bromo-4-nitrobenzene (50 mg, 0.16 mmol) in ethanol (5 mL) and H2O (0.5 mL) was added iron (134 mg, 2.43 mmol) and one drop of concentrated HCl. The mixture was refluxed for 6 hrs and filtrated. The filtrate was diluted with ethyl acetate, washed with saturated sodium bicarbonated solution, dried over sodium sulfate and concentrated to afford crude 4-amino-1-benzyloxy-2-bromobenzene.

Aufarbeitung

  1. temperatureThe mixture was refluxed for 6 hrs
  2. filtrationfiltrated
  3. additionThe filtrate was diluted with ethyl acetate
  4. washwashed with saturated sodium bicarbonated solution
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-de2d28f143f94fd79d2e308c49dda941
Quelldatensatz
uspto-grants-2010_10
Patentnummer
US07807672B2

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