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Sodium Hydroxide → 4-(4-Methyl-3-thienyl)-3-(trifluoromethyl)benzoic acid

HRID 1950823
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인쇄 미리보기

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HRID 1950823 반응식
[OH-].[Na+].[CH3:3][C:4]1[C:5]([C:9]2[CH:18]=[CH:17][C:12]([C:13]([O:15]C)=[O:14])=[CH:11][C:10]=2[C:19]([F:22])([F:21])[F:20])=[CH:6][S:7][CH:8]=1>CCO>[CH3:3][C:4]1[C:5]([C:9]2[CH:18]=[CH:17][C:12]([C:13]([OH:15])=[O:14])=[CH:11][C:10]=2[C:19]([F:22])([F:20])[F:21])=[CH:6][S:7][CH:8]=1
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 67528440Methyl 4-(4-methyl-3-thienyl)-3-(trifluoromethyl)benzoate

생성물 1

HCID 594958184-(4-Methyl-3-thienyl)-3-(trifluoromethyl)benzoic acid수율 91%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
60 °C

실험 절차

Sodium hydroxide (5M: 6 mL; 30 mmol; 3 eq.) was added to a solution of methyl 4-(4-methyl-3-thienyl)-3-(trifluoromethyl)benzoate (3 g; 10 mmol; 1 eq.) in EtOH (90 mL) and the reaction mixture was stirred at 60° C. for 2 hours. After evaporation of the solvent, the residue was taken up in water (300 mL) and the aqueous phase was washed with ethyl acetate (2×100 mL) then acidified to pH 2 with conc. HCl. The solution was concentrated to ca. 100 mL and extracted with ethyl acetate. The organic layer was dried over magnesium sulphate and concentrated in vacuo to afford the title compound (2.6 g, 91%) as a brown oil.

후처리

  1. customAfter evaporation of the solvent
  2. washthe aqueous phase was washed with ethyl acetate (2×100 mL)
  3. concentrationThe solution was concentrated to ca. 100 mL
  4. extractionextracted with ethyl acetate
  5. dry with materialThe organic layer was dried over magnesium sulphate
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-b525ced19acf4ae794332aa8ae082d18
출처 데이터셋
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08404676B2

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