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Potassium Hydroxide → (2E)-3-(1-methyl-1H-pyrazol-4-yl)prop-2-enoic acid

HRID 1850053
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HRID 1850053 반응식
[CH3:1][N:2]1[CH:6]=[C:5](/[CH:7]=[CH:8]/[C:9]([O:11]C)=[O:10])[CH:4]=[N:3]1.[OH-].[K+]>CO>[CH3:1][N:2]1[CH:6]=[C:5](/[CH:7]=[CH:8]/[C:9]([OH:11])=[O:10])[CH:4]=[N:3]1
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참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 21936263methyl 3-(1-methyl-1H-pyrazol-4-yl)prop-2-enoate

생성물 1

HCID 1529858(2E)-3-(1-methyl-1H-pyrazol-4-yl)prop-2-enoic acid수율 72.5%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
70 °C

실험 절차

(E)-methyl 3-(1-methyl-1H-pyrazol-4-yl)acrylate (0.24 g, 1.45 mmol) was dissolved in MeOH (10 mL). A 1M solution of KOH (5.8 mL) was added and the mixture was heated at 70° C. overnight. The reaction mixture was then evaporated under reduced pressure and water (10 mL) was added to the residue. This solution was carefully acidified to pH 4 with a 3M aqueous solution of HCl. The carboxylic acid precipitated and was extracted with ethyl acetate. The EtOAc layer was washed with water (2×10 mL) and brine (1×15 mL). It was dried over sodium sulfate, filtered and evaporated under vacuum to give (E)-3-(1-methyl-1H-pyrazol-4-yl)acrylic acid as a white solid (160 mg). ES+(M+H)+153

후처리

  1. customThe reaction mixture was then evaporated under reduced pressure and water (10 mL)
  2. additionwas added to the residue
  3. customThe carboxylic acid precipitated
  4. extractionwas extracted with ethyl acetate
  5. washThe EtOAc layer was washed with water (2×10 mL) and brine (1×15 mL)
  6. dry with materialIt was dried over sodium sulfate
  7. filtrationfiltered
  8. customevaporated under vacuum

출처 및 근거

ORD 기록
ord-3665a68fb83a4f2da6c304c861425e85
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08957066B2

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