Methyl 2-bromo-3,5-dimethoxybenzoate → 4,6,4',6'-Tetramethoxy-biphenyl-2,2'-dicarboxylic acid dimethyl ester

HRID 417693ノート

反応式

HRID 417693 の反応式
[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[C:6]([O:12][CH3:13])[C:5]=1Br>CN(C=O)C>[CH3:1][O:2][C:3]([C:4]1[C:5]([C:9]2[C:4]([C:3]([O:2][CH3:1])=[O:15])=[CH:5][C:6]([O:12][CH3:13])=[CH:7][C:8]=2[O:10][CH3:11])=[C:6]([O:12][CH3:13])[CH:7]=[C:8]([O:10][CH3:11])[CH:9]=1)=[O:15]

参加物

3

反応物 1

HCID 11391696Methyl 2-bromo-3,5-dimethoxybenzoate

生成物 1

HCID 120747334,6,4',6'-Tetramethoxy-biphenyl-2,2'-dicarboxylic acid dimethyl ester収率 68%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
150 °C

実験手順

2-Bromo-3,5-dimethoxy-benzoic acid methyl ester (5.2 g) was dissolved in DMF (16 mL), and Cu powder (2.4 g) was added. After stirring at 150° C. for 3 days, the mixture was filtered and evaporated under vacuum. The crude material was subjected to silica gel chromatography using effluent of 30-60% ethyl acetate and hexanes. The fractions containing product were combined and the solvent was removed under reduced pressure to provide 4,6,4′,6′-tetramethoxy-biphenyl-2,2′-dicarboxylic acid dimethyl ester (2.5 g, 68%) as a clear oil.

後処理

  1. filtrationthe mixture was filtered
  2. customevaporated under vacuum
  3. additionThe fractions containing product
  4. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-c24c28981cc4415abd17dba41cb1a7df
出典データセット
uspto-grants-2012_01
特許番号
US08088368B2

反応ノート

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