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

HRID 1850053
ノート
印刷プレビュー

反応式

HRID 1850053 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
70 °C

実験手順

(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

後処理

  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

出典と根拠

ORDレコード
ord-3665a68fb83a4f2da6c304c861425e85
出典データセット
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08957066B2

反応ノート

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