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

HRID 2197969

反応式

HRID 2197969 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 6344Dichloromethane溶媒

反応条件

温度
218 °C

実験手順

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

後処理

  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)

出典と根拠

ORDレコード
ord-01183dc54b6843229ea331f613fd02dc
出典データセット
uspto-grants-2012_12
特許番号
US08338605B2

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