Iodoethane → Ethyl 1-ethyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate

HRID 374420ノート

反応式

HRID 374420 の反応式
[F:1][C:2]([F:14])([F:13])[C:3]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:6][NH:5][N:4]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:21](I)[CH3:22].C(OCC)(=O)C>C(#N)C.O>[CH2:11]([O:10][C:8]([C:7]1[C:3]([C:2]([F:1])([F:13])[F:14])=[N:4][N:5]([CH2:21][CH3:22])[CH:6]=1)=[O:9])[CH3:12]

参加物

7

反応物 4

HCID 6340IodoethaneHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 178469923HCID 178469923、化合物

生成物 1

HCID 18996914Ethyl 1-ethyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6342Acetonitrile溶媒

実験手順

Ethyl 3-trifluoromethylpyrazole-4-carboxylate (5 g), potassium carbonate (3.48 g) and ethyl iodide (2.3 ml) in acetonitrile were heated at reflux overnight. After cooling, ethyl acetate and water were added and the organic phase separated. The aqueous layer was extracted with ethyl acetate and the combined organic extracts were dried (magnesium sulphate) and evaporated under reduced pressure to give a yellow oil which was purified by crystallisation in hexane to produce 4-ethoxycarbonyl-1-ethyl-3-trifluoromethylpyrazole as white crystals (3.65 g), 1H NMR (CDCl3) δ1.25(3H,t), 1.45(3H,t), 4.10(2H,q), 4.20(2H,q) 7.90(1H,s) ppm.

後処理

  1. temperatureat reflux overnight
  2. temperatureAfter cooling
  3. customthe organic phase separated
  4. extractionThe aqueous layer was extracted with ethyl acetate
  5. dry with materialthe combined organic extracts were dried (magnesium sulphate)
  6. customevaporated under reduced pressure
  7. customto give a yellow oil which
  8. customwas purified by crystallisation in hexane

出典と根拠

ORDレコード
ord-cb7a01555c604140a97f58ce6354160e
出典データセット
uspto-grants-1996_01
特許番号
US05480857

反応ノート

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