Hydrochloric Acid → 4-Methoxy-1-benzofuran-2-carboxylic acid

HRID 2221446ノート

反応式

HRID 2221446 の反応式
[CH3:1][O:2][C:3]1[C:8]2[CH:9]=[C:10]([C:12]([O:14]C)=[O:13])[O:11][C:7]=2[CH:6]=[CH:5][CH:4]=1.[OH-].[Na+].Cl>C1COCC1.CO.O.C(OCC)(=O)C>[CH3:1][O:2][C:3]1[C:8]2[CH:9]=[C:10]([C:12]([OH:14])=[O:13])[O:11][C:7]=2[CH:6]=[CH:5][CH:4]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22729192Methyl 4-methoxybenzofuran-2-carboxylate

生成物 1

HCID 227289824-Methoxy-1-benzofuran-2-carboxylic acid収率 96%

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 21892291Methanol tetrahydrofuran water溶媒

実験手順

To a suspension of methyl 4-methoxy-benzofuran-2-ylcarboxylate (206 mg, 1.0 mmol) in THF/methanol/water (6 ml, 1/1/1) was added 2M aqueous NaOH (1.0 ml) and refluxed until saponification was completed (˜3 h). The reaction mixture was acidified with 1M aqueous HCl (10 ml) and diluted with ethyl acetate (30 ml). The separated organic layer was washed with 1M aqueous HCl (30 ml), brine (30 ml), dried over sodium sulfate, and concentrated in vacuo to provide 4-methoxy-benzofuran-2-ylcarboxylic acid as a white solid (189 mg, 0.96 mmol), which was used without further purification.

後処理

  1. temperaturerefluxed until saponification
  2. custom(˜3 h)
  3. washThe separated organic layer was washed with 1M aqueous HCl (30 ml), brine (30 ml)
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-feac74690d5846dd8efa2c06e067b722
出典データセット
uspto-grants-2008_05
特許番号
US07368572B2

反応ノート

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