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Dimethylformamide → 1-(3-methyl-4-nitrobenzyl)-4-pentafluoroethyl-3-trifluoromethyl-1H-pyrazole

HRID 2243250
ノート
印刷プレビュー

反応式

HRID 2243250 の反応式
I[C:2]1[C:3]([C:18]([F:21])([F:20])[F:19])=[N:4][N:5]([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[C:10]([CH3:17])[CH:9]=2)[CH:6]=1.I[C:23]([F:29])([F:28])[C:24]([F:27])([F:26])[F:25].CN(C=O)C>C(OCC)(=O)C.[Cu]>[CH3:17][C:10]1[CH:9]=[C:8]([CH:13]=[CH:12][C:11]=1[N+:14]([O-:16])=[O:15])[CH2:7][N:5]1[CH:6]=[C:2]([C:23]([F:29])([F:28])[C:24]([F:27])([F:26])[F:25])[C:3]([C:18]([F:21])([F:20])[F:19])=[N:4]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 6228DimethylformamideHCID 9636IodopentafluoroethaneHCID 592104224-iodo-1-(3-methyl-4-nitrobenzyl)-3-trifluoromethyl-1H-pyrazole

生成物 1

HCID 866171361-(3-methyl-4-nitrobenzyl)-4-pentafluoroethyl-3-trifluoromethyl-1H-pyrazole収率 68.8%

試薬・触媒・溶媒 2

HCID 23978Copper触媒
HCID 8857
Ethyl Acetate
溶媒

反応条件

温度
132.5 °C

実験手順

4-Iodo-1-(3-methyl-4-nitrobenzyl)-3-trifluoromethyl-1H-pyrazole (2.06 g), copper powder (0.95 g), iodopentafluoroethane (4.92 g) and DMF (13 ml) were set in an autoclave and heated and stirred for 8 hours, maintaining the inside temperature of 130-135° C. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate (50 ml) and an insoluble matter was filtered with Celite and washed with ethyl acetate. The filtrate was concentrated under the reduced pressure and the obtained residue was purified by silica gel column chromatography to obtain 1-(3-methyl-4-nitrobenzyl)-4-pentafluoroethyl-3-trifluoromethyl-1H-pyrazole (1.39 g)

後処理

  1. temperatureheated
  2. temperatureAfter cooling to room temperature
  3. filtrationan insoluble matter was filtered with Celite
  4. washwashed with ethyl acetate
  5. concentrationThe filtrate was concentrated under the reduced pressure
  6. customthe obtained residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-5acd460d64454c66ab694589d46f2fd7
出典データセット
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07674807B2

反応ノート

読み込み中…

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