Ethanol → ethyl(1-benzyl-5-phenyl-1H-pyrazol-4-yl)acetate

HRID 349930ノート

反応式

HRID 349930 の反応式
[CH2:1]([N:8]1[C:12]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:11]([CH2:19][C:20]([OH:22])=[O:21])[CH:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(=O)(=O)(O)O.C(=O)(O)[O-].[Na+].[CH2:33](O)[CH3:34]>>[CH2:33]([O:21][C:20](=[O:22])[CH2:19][C:11]1[CH:10]=[N:9][N:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:12]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH3:34]

参加物

5

反応物 4

HCID 702EthanolHCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 230247242-(1-Benzyl-5-phenyl-1H-pyrazol-4-YL)acetic acid

生成物 1

HCID 70122986ethyl(1-benzyl-5-phenyl-1H-pyrazol-4-yl)acetate収率 89%

実験手順

A mixture of (1-benzyl-5-phenyl-1H-pyrazol-4-yl)acetic acid (3.70 g), concentrated sulfuric acid (0.5 ml), and ethanol (200 ml) was refluxed for 5 hours. The reaction mixture was alkalinized with saturated aqueous sodium bicarbonate, which was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated aqueous sodium chloride solution, dried (MgSO4), and concentrated. The residue was subjected to silica gel column chromatography, and ethyl(1-benzyl-5-phenyl-1H-pyrazol-4-yl)acetate (3.62 g, yield: 89%) was obtained as an oily substance from the fraction eluted with ethyl acetate-hexane (1:6, volume ratio).

後処理

  1. temperaturewas refluxed for 5 hours
  2. extractionwas extracted with ethyl acetate
  3. washThe ethyl acetate layer was washed with saturated aqueous sodium chloride solution
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-e3067b2535a3476796e63ba30364b240
出典データセット
uspto-grants-2007_02
特許番号
US07179823B1

反応ノート

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