Methyl 2-iodo-3-nitrobenzoate → Methyl 3-amino-2-iodobenzoate

HRID 1639833

Reaktionsgleichung

Reaktionsgleichung von HRID 1639833
[I:1][C:2]1[C:11]([N+:12]([O-])=O)=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]>[Ni].C(OCC)(=O)C>[NH2:12][C:11]1[C:2]([I:1])=[C:3]([CH:8]=[CH:9][CH:10]=1)[C:4]([O:6][CH3:7])=[O:5]

Komponenten

4

Edukt 1

HCID 264093Methyl 2-iodo-3-nitrobenzoate

Produkt 1

HCID 18340005Methyl 3-amino-2-iodobenzoateAusbeute 86,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of methyl 2-iodo-3-nitrobenzoate (77.0 g, 251 mmol) and a catalytic amount of Raney nickel in ethyl acetate (100 mL) was stirred under hydrogen atmosphere at room temperature for 2 days, and filtered through celite. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=1/10) to give the title compound (60.0 g, yield 86%).

Aufarbeitung

  1. filtrationfiltered through celite
  2. customThe solvent was evaporated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane=1/10)

Quellen und Nachweise

ORD-Eintrag
ord-ce1864c71942400885a878c44086a9e2
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08110585B2

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