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

HRID 2243254
ノート
印刷プレビュー

反応式

HRID 2243254 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.[F:22][C:23]([F:35])([F:34])[C:24]([F:33])([F:32])[C:25]([F:31])([F:30])[C:26]([F:29])([F:28])I.CN(C=O)C>C1(C)C=CC=CC=1.[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:26]([F:29])([F:28])[C:25]([F:30])([F:31])[C:24]([F:32])([F:33])[C:23]([F:35])([F:34])[F:22])[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 67917Perfluorobutyl iodideHCID 592104224-iodo-1-(3-methyl-4-nitrobenzyl)-3-trifluoromethyl-1H-pyrazole

生成物 1

HCID 866171401-(3-methyl-4-nitrobenzyl)-4-nonafluorobutyl-3-trifluoromethyl-1H-pyrazole収率 49.6%

試薬・触媒・溶媒 2

HCID 23978Copper触媒
HCID 1140
Toluene
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 (2.47 g), copper powder (1.14 g), nonafluoro-1-iodobutane (4.15 g) and DMF (16 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 toluene (50 ml) and an insoluble matter was filtered with Celite and washed with toluene. 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-nonafluorobutyl-3-trifluoromethyl-1H-pyrazole (1.50 g).

後処理

  1. temperatureheated
  2. temperatureAfter cooling to room temperature
  3. filtrationan insoluble matter was filtered with Celite
  4. washwashed with toluene
  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-06596ef8606446cf90240591b80e0035
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…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート