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Sodium Hydroxide → 4-Carboxy-5-methyl-3-(2-iodo-6-fluoro-phenyl)isoxazole

HRID 434055
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HRID 434055 반응식
C([O:3][C:4]([C:6]1[C:7]([C:12]2[C:17]([F:18])=[CH:16][CH:15]=[CH:14][C:13]=2[I:19])=[N:8][O:9][C:10]=1[CH3:11])=[O:5])C.[OH-].[Na+]>CCO>[C:4]([C:6]1[C:7]([C:12]2[C:17]([F:18])=[CH:16][CH:15]=[CH:14][C:13]=2[I:19])=[N:8][O:9][C:10]=1[CH3:11])([OH:5])=[O:3]
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 227138064-Ethoxycarbonyl-5-methyl-3-(2-iodo-6-fluoro-phenyl)isoxazole

생성물 1

HCID 179306454-Carboxy-5-methyl-3-(2-iodo-6-fluoro-phenyl)isoxazole수율 92.2%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
50 °C

실험 절차

To a solution of 4-ethoxycarbonyl-5-methyl-3-(2-iodo-6-fluoro-phenyl)isoxazole (7.15 g, 19 mmol) in EtOH (100 ml) was added 5N NaOH (7.6 ml, 38 mmol, 2 eq.), and stirred in a 50° C. oil bath for 4 hrs. The reaction was cooled to room temperature, poured into ice H2O and extracted with Et2O. The aqueous layer was then acidified to pH 3 using conc. HCl and extracted with ethyl acetate. The organic solution was washed with brine, dried (MgSO4), filtered, and concentrated to give the title compound (6.08 g, 92%).

후처리

  1. temperatureThe reaction was cooled to room temperature
  2. extractionextracted with Et2O
  3. extractionextracted with ethyl acetate
  4. washThe organic solution was washed with brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-9458aec54dbc4005800f2cef312fa1c8
출처 데이터셋
uspto-grants-2003_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06670373B1

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