4,4,4-Trifluoro-1-(2-furanyl)-1,3-butanedione → 1-(2-Chlorophenyl)-5-(furan-2-yl)-3-(trifluoromethyl)-1H-pyrazole

HRID 1672983

反応式

HRID 1672983 の反応式
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH:9][NH2:10].[F:11][C:12]([F:24])([F:23])[C:13](=O)[CH2:14][C:15]([C:17]1[O:18][CH:19]=[CH:20][CH:21]=1)=O>C(O)(=O)C>[Cl:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[C:15]([C:17]2[O:18][CH:19]=[CH:20][CH:21]=2)=[CH:14][C:13]([C:12]([F:24])([F:11])[F:23])=[N:10]1

参加物

4

反応物 2

HCID 675944,4,4-Trifluoro-1-(2-furanyl)-1,3-butanedioneHCID 4432872-Chlorophenylhydrazine hydrochloride

生成物 1

HCID 574582361-(2-Chlorophenyl)-5-(furan-2-yl)-3-(trifluoromethyl)-1H-pyrazole

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
80 °C

実験手順

Into a 500 mL flask was weighed 25.0 g (139.6 mmol) of 2-chlorophenylhydrazine hydrochloride, 27.4 g (153 mmol) of 4,4,4-trifluoro-1-furan-2-yl-butane-1,3-dione, and 200 mL of acetic acid. The resulting solution was heated at 80° C. for 18 h then was cooled and was washed into a separatory funnel with 1.0 M NaOH and ethyl acetate. The ethyl acetate was separated, washed with 1.0 M NaOH, brine, dried (Na2SO4), and was concentrated in vacuo. The residue was filtered through a short column of silica gel affording 1-(2-chlorophenyl)-5-furan-2-yl-3-trifluoromethyl-1H-pyrazole as a brown oil, yield: 37.31 g (85%); MS (ES): 313 [M+H]+.

後処理

  1. customInto a 500 mL flask was weighed
  2. temperaturethen was cooled
  3. washwas washed into a separatory funnel with 1.0 M NaOH and ethyl acetate
  4. customThe ethyl acetate was separated
  5. washwashed with 1.0 M NaOH, brine
  6. dry with materialdried (Na2SO4)
  7. concentrationwas concentrated in vacuo
  8. filtrationThe residue was filtered through a short column of silica gel

出典と根拠

ORDレコード
ord-366052737cb44f529b6cfae74b4e0fa8
出典データセット
uspto-grants-2011_08
特許番号
US07998995B2

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