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

HRID 2221446노트

반응식

HRID 2221446 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

HCID 227289824-Methoxy-1-benzofuran-2-carboxylic acid수율 96%

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 21892291Methanol tetrahydrofuran water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-feac74690d5846dd8efa2c06e067b722
출처 데이터셋
uspto-grants-2008_05
특허 번호
US07368572B2

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