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Acetic Acid → 2-{4-[1-(4-nitrophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl]phenyl}ethyl acetate

HRID 351258
ノート
印刷プレビュー

反応式

HRID 351258 の反応式
[F:1][C:2]([F:18])([F:17])[C:3](=O)[CH2:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][OH:15])=[CH:9][CH:8]=1)=O.Cl.[N+:20]([C:23]1[CH:28]=[CH:27][C:26]([NH:29][NH2:30])=[CH:25][CH:24]=1)([O-:22])=[O:21].[CH3:31][C:32](O)=[O:33]>O>[C:32]([O:15][CH2:14][CH2:13][C:10]1[CH:11]=[CH:12][C:7]([C:5]2[N:29]([C:26]3[CH:25]=[CH:24][C:23]([N+:20]([O-:22])=[O:21])=[CH:28][CH:27]=3)[N:30]=[C:3]([C:2]([F:18])([F:17])[F:1])[CH:4]=2)=[CH:8][CH:9]=1)(=[O:33])[CH3:31]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 176Acetic AcidHCID 54634014-Nitrophenylhydrazine hydrochlorideHCID 210909544,4,4-Trifluoro-1-[4-(2-hydroxy-ethyl)phenyl]-1,3-butanedione

生成物 1

HCID 210907432-{4-[1-(4-nitrophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl]phenyl}ethyl acetate

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A solution of 4,4,4-trifluoro-1-[4-(2-hydroxy-ethyl)phenyl]-1,3-butanedione (670 mg) and (4-nitrophenyl)hydrazine hydrochloride (439 mg) in AcOH (5 ml) and H2O (0.5 ml) was stirred at ambient temperature overnight. The mixture was concentrated in vacuo, and the residue was partitioned between AcOEt and 1M HCl. The organic layer was washed with 1M HCl for two times, saturated aqueous sodium bicarbonate solution for three times, and saturated aqueous sodium chloride solution, dried over magnesium sulfate, and concentrated in vacuo. The residue was purified by silica gel column chromatography eluted with AcOEt/n-hexane=10% and 15% to give 2-{4-[1-(4-nitrophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl]phenyl}ethyl acetate (501 mg) as an oil.

後処理

  1. concentrationThe mixture was concentrated in vacuo
  2. customthe residue was partitioned between AcOEt and 1M HCl
  3. washThe organic layer was washed with 1M HCl for two times, saturated aqueous sodium bicarbonate solution for three times, and saturated aqueous sodium chloride solution
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by silica gel column chromatography
  7. washeluted with AcOEt/n-hexane=10% and 15%

出典と根拠

ORDレコード
ord-fe24ce61ef9646d38c28aae168c4e2e5
出典データセット
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07183306B2

反応ノート

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