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

HRID 1865216노트

반응식

HRID 1865216 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 312751,4-Dioxane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-03078efab9794cfbb2e7ede200e19631
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07626030B2

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