Iodobenzene → 2-Nitro-biphenyl-4-carboxylic acid methyl ester

HRID 2197969

Reaktionsgleichung

Reaktionsgleichung von HRID 2197969
[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7](Br)=[C:6]([N+:11]([O-:13])=[O:12])[CH:5]=1.I[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>ClCCl.[Cu]>[CH3:1][O:2][C:3]([C:4]1[CH:9]=[CH:8][C:7]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:6]([N+:11]([O-:13])=[O:12])[CH:5]=1)=[O:14]

Komponenten

5

Edukt 2

HCID 11575IodobenzeneHCID 2736829Methyl 4-bromo-3-nitrobenzoate

Produkt 1

HCID 121698042-Nitro-biphenyl-4-carboxylic acid methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23978CopperKatalysatorHCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
218 °C

Versuchsvorschrift

The product from Example 212a (0.100 g, 0.384 mmol) was combined with iodobenzene (0.375 mL, 3.35 mmol) and copper powder (0.188 g, 2.96 mmol) and the mixture heated in a sealed tube to 218° C. for 90 minutes. The reaction mixture was subsequently diluted with dichloromethane and filtered through celite. The crude product, obtained by concentration under vacuum, was purified by flash chromatography on silica gel (ethyl acetate-hexanes) to give the title compound (0.0847 g, 86

Aufarbeitung

  1. filtrationfiltered through celite
  2. customThe crude product, obtained by concentration under vacuum
  3. customwas purified by flash chromatography on silica gel (ethyl acetate-hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-01183dc54b6843229ea331f613fd02dc
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08338605B2

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