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Sodium Hydroxide → 7-Bromo-1-benzofuran-5-carboxylic acid

HRID 1063843
ノート
印刷プレビュー

反応式

HRID 1063843 の反応式
C[O:2][C:3]([C:5]1[CH:6]=[C:7]([Br:14])[C:8]2[O:12][CH:11]=[CH:10][C:9]=2[CH:13]=1)=[O:4].[OH-].[Na+]>C(O)C>[C:3]([C:5]1[CH:6]=[C:7]([Br:14])[C:8]2[O:12][CH:11]=[CH:10][C:9]=2[CH:13]=1)([OH:4])=[O:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 22144801HCID 22144801、化合物

生成物 1

HCID 221447517-Bromo-1-benzofuran-5-carboxylic acid収率 82%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 0.52 gm (2.03 mMol) 5-methoxycarbonyl-7-bromobenzofuran and 0.41 gm (10.13 mMol) sodium hydroxide in 4 mL ethanol was stirred at room temperature until all of the starting material had been consumed. The reaction mixture was concentrated under reduced pressure and the residue dissolved in water. This solution was then made basic by the addition of 1N sodium hydroxide and was extracted well with ethyl acetate. The remaining aqueous phase was made acidic (pH about 2) by treatment with potassium hydrogen sulfate and the resulting solid removed by filtration. The aqueous phase was extracted well with ethyl acetate and the organics were combined and concentrated under reduced pressure to provide 0.40 gm (82%) of 5-carboxy-7-bromobenzofuran as an off-white solid.

後処理

  1. customhad been consumed
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. dissolutionthe residue dissolved in water
  4. additionThis solution was then made basic by the addition of 1N sodium hydroxide
  5. extractionwas extracted well with ethyl acetate
  6. customthe resulting solid removed by filtration
  7. extractionThe aqueous phase was extracted well with ethyl acetate
  8. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-913b8001b2d24053bb8c0db1656bbc82
出典データセット
uspto-grants-2005_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06967201B1

反応ノート

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