Reaktion #2075742

ord-cb097d46bf794902bd749d57dbdda477

Reaktionsgleichung

COc1cccc([N+](=O)[O-])c1Br
2-Bromo-3-nitroanisole
COc1cccc([N+](=O)[O-])c1Br
2-bromo-3-nitroanisole
O=C([O-])[O-].[Na+].[Na+]
Na2CO3
COc1cccc(N)c1Br
2-bromo-3 methoxyaniline
Ausbeute 91.0%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturat reflux for 3.5 h
  2. 2
    Extraktionthe product extracted with CH2Cl2 (3×50 mL)
  3. 3
    TrocknenThe extracts were dried (Na2SO4)
  4. 4
    Filtrationfiltered
  5. 5
    Einengenconcentrated in vacuo

Vorschrift

2-Bromo-3-nitroanisole B3 (1.00 g; 4.31 mmol) was dissolved in glacial acetic acid (11.0 mL) and ethanol (11.0 mL). To this solution was added iron powder (0.98 g; 17.5 mmol). The mixture was stirred at reflux for 3.5 h and worked up. The reaction mixture was diluted with water (35 mL), neutralized with solid Na2CO3 and the product extracted with CH2Cl2 (3×50 mL). The extracts were dried (Na2SO4), filtered and concentrated in vacuo to afford the crude product, 2-bromo-3 methoxyaniline B4 (91%; 0.79 g) as a pale yellow oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07642235B2uspto-grants-2010_01