Ethyl 2,4-dioxovalerate → Ethyl-1-(3-Chloro-4-fluorophenyl)-5-methyl-1H-pyrazole-3-carboxylate

HRID 733147ノート

反応式

HRID 733147 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][NH2:10])[CH:5]=[CH:6][C:7]=1[F:8].[CH2:11]([O:13][C:14](=[O:21])[C:15](=O)[CH2:16][C:17](=O)[CH3:18])[CH3:12]>C(O)C>[CH2:11]([O:13][C:14]([C:15]1[CH:16]=[C:17]([CH3:18])[N:9]([C:4]2[CH:5]=[CH:6][C:7]([F:8])=[C:2]([Cl:1])[CH:3]=2)[N:10]=1)=[O:21])[CH3:12]

参加物

4

反応物 2

HCID 69208Ethyl 2,4-dioxovalerateHCID 27365753-Chloro-4-fluorophenylhydrazine

生成物 1

HCID 57839538Ethyl-1-(3-Chloro-4-fluorophenyl)-5-methyl-1H-pyrazole-3-carboxylate収率 71%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 3-chloro-4-fluorophenylhydrazine (2 g, 12.4 mmol) and ethyl-2,4-dioxovalerate (2.36 g, 14.9 mmol) in ethanol (40 ml) was refluxed for 16 hours, then cooled to room temperature and partitioned between EtOAc and water. The organic layer was washed with saturated bicarbonate, brine solution, dried over sodium sulfate, filtered, concentrated and purified by silica-gel column chromatography using 4% EtOAc in heaxanes to give the product (2.45 g, 71%) as a solid.

後処理

  1. custompartitioned between EtOAc and water
  2. washThe organic layer was washed with saturated bicarbonate, brine solution
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. custompurified by silica-gel column chromatography

出典と根拠

ORDレコード
ord-2b86ba7b730848abba7b82a6d5aa248d
出典データセット
uspto-grants-2009_09
特許番号
US07589116B2

反応ノート

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