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

HRID 2197969

반응식

HRID 2197969 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 23978Copper촉매HCID 6344Dichloromethane용매

반응 조건

온도
218 °C

실험 절차

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

후처리

  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)

출처 및 근거

ORD 기록
ord-01183dc54b6843229ea331f613fd02dc
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08338605B2

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