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

HRID 2243250
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인쇄 미리보기

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HRID 2243250 반응식
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
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참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 23978Copper촉매
HCID 8857
Ethyl Acetate
용매

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온도
132.5 °C

실험 절차

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)

후처리

  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

출처 및 근거

ORD 기록
ord-5acd460d64454c66ab694589d46f2fd7
출처 데이터셋
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07674807B2

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