Hydrazine → 2-Amino-6-bromobenzenemethanol

HRID 901871Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 901871
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-])=O)[C:3]=1[CH2:11][OH:12].NN>C1COCC1.CO.[Ni]>[NH2:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Br:1])[C:3]=1[CH2:11][OH:12]

Komponenten

5

Edukt 2

HCID 9321HydrazineHCID 18444469(2-Bromo-6-nitrophenyl)methanol

Produkt 1

HCID 184444672-Amino-6-bromobenzenemethanolAusbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 21899815MeOH tetrahydrofuranLösungsmittel

Versuchsvorschrift

To a warm solution of (2-bromo-6-nitro-phenyl)-methanol (751 mg, 3.24 mmol), and a catalytic amount of Raney (Ni) in THF/MeOH (10 ml/10 ml) was added H2NNH2 (0.2 ml, 6.37 mmol). With stirring, the solution was heated under reflux for an hour and was allowed to cool to room temperature. The reaction mixture was filtered through celite and washed with ethyl acetate. The concentrated filtrate was purified by flash chromatography to give (2-amino-6-bromo-phenyl)-methanol (549 mg, 84%). MS: 202.1 (M+H)+.

Aufarbeitung

  1. temperaturethe solution was heated
  2. temperatureunder reflux for an hour
  3. filtrationThe reaction mixture was filtered through celite
  4. washwashed with ethyl acetate
  5. customThe concentrated filtrate was purified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-8583383fc75d413081b4e4f218d88085
Quelldatensatz
uspto-grants-2008_04
Patentnummer
US07365063B2

Notizen zur Reaktion

Wird geladen…