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Potassium Carbonate → 4-(4-Hydroxy-2-methylbutan-2-ylthio)-3-nitrobenzoic acid

HRID 2421843
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HRID 2421843 반응식
F[C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].C(=O)([O-])[O-].[K+].[K+].[SH:20][C:21]([CH3:26])([CH3:25])[CH2:22][CH2:23][OH:24]>CN(C=O)C>[OH:24][CH2:23][CH2:22][C:21]([CH3:26])([S:20][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12])[CH3:25]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 679874-Fluoro-3-nitrobenzoic acidHCID 5206823-Mercapto-3-methyl-1-butanol

생성물 1

HCID 672422364-(4-Hydroxy-2-methylbutan-2-ylthio)-3-nitrobenzoic acid

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 4-fluoro-3-nitrobenzoic acid (2 g, 10.80 mmol) in DMF (50 ml) was added potassium carbonate (3.73 g, 27.0 mmol), and 3-mercapto-3-methylbutan-1-ol (1.450 ml, 11.88 mmol). The reaction was stirred at room temperature for 16 hours. The reaction mixture had turned yellow over night. The DMF was removed under reduced pressure and the resulting slurry was diluted with EtOAc (100 mL) and extracted with H2O (100 mL). The aqueous layer was then treated with conc. HCl until a precipitate formed. The mixture was extracted with EtOAc (3×100 mL) and the combined organics were dried over Na2SO4 and concentrated in vacuo. The product was isolated as a yellow solid and used without further purification.

후처리

  1. waitThe reaction mixture had turned yellow over night
  2. customThe DMF was removed under reduced pressure
  3. additionthe resulting slurry was diluted with EtOAc (100 mL)
  4. extractionextracted with H2O (100 mL)
  5. additionThe aqueous layer was then treated with conc. HCl until a precipitate
  6. customformed
  7. extractionThe mixture was extracted with EtOAc (3×100 mL)
  8. dry with materialthe combined organics were dried over Na2SO4
  9. concentrationconcentrated in vacuo
  10. customThe product was isolated as a yellow solid
  11. customused without further purification

출처 및 근거

ORD 기록
ord-a148762e4f8a4cd9afab121e5794b810
출처 데이터셋
uspto-grants-2011_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07960376B2

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