Sodium Hydroxide → 6-(6,7-Dimethoxyquinolin-4-yloxy)benzofuran-3-carboxylic acid

HRID 1865216ノート

反応式

HRID 1865216 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:28]=[CH:27][C:19]2[C:20]([C:23]([O:25]C)=[O:24])=[CH:21][O:22][C:18]=2[CH:17]=1.[OH-].[Na+]>O1CCOCC1.O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:28]=[CH:27][C:19]2[C:20]([C:23]([OH:25])=[O:24])=[CH:21][O:22][C:18]=2[CH:17]=1

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 69019235Methyl 6-(6,7-dimethoxyquinolin-4-yloxy)benzofuran-3-carboxylate

生成物 1

HCID 690186826-(6,7-Dimethoxyquinolin-4-yloxy)benzofuran-3-carboxylic acid収率 66.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

実験手順

Methyl 6-(6,7-dimethoxyquinolin-4-yloxy)benzofuran-3-carboxylate (102 mg, 0.269 mmol) was dissolved in dioxane (1.6 mL) and water (0.5 mL), then added 2N aqueous sodium hydroxide (141 □L). The reaction mixture was stirred at room temperature overnight. The mixture was concentrated in vacuo then diluted with water. The aqueous layer was extracted with ethyl acetate. The aqueous layer was acidified with aqueous 1N hydrochloric acid (282 μL) and the precipitate was collected, washed with water and dried under high vacuum to give 6-(6,7-dimethoxyquinolin-4-yloxy)benzofuran-3-carboxylic acid as a light yellow solid (65 mg). MS (ESI, pos. ion) m/z: 366.1 (M+1).

後処理

  1. concentrationThe mixture was concentrated in vacuo
  2. additionthen diluted with water
  3. extractionThe aqueous layer was extracted with ethyl acetate
  4. customthe precipitate was collected
  5. washwashed with water
  6. customdried under high vacuum

出典と根拠

ORDレコード
ord-03078efab9794cfbb2e7ede200e19631
出典データセット
uspto-grants-2009_12
特許番号
US07626030B2

反応ノート

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