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

HRID 2243254
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HRID 2243254 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.[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
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참가 물질

6

반응물 3

HCID 6228DimethylformamideHCID 67917Perfluorobutyl iodideHCID 592104224-iodo-1-(3-methyl-4-nitrobenzyl)-3-trifluoromethyl-1H-pyrazole

생성물 1

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

시약·촉매·용매 2

HCID 23978Copper촉매
HCID 1140
Toluene
용매

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온도
132.5 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-06596ef8606446cf90240591b80e0035
출처 데이터셋
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07674807B2

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