Imidazole → HCID 59333299, 화합물

HRID 1893476노트

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HRID 1893476 반응식
[Br:1][C:2]1[CH:7]=[C:6](F)[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][C:3]=1[C:12]([F:15])([F:14])[F:13].[NH:16]1[CH:20]=[CH:19][N:18]=[CH:17]1.C(N(CC)C(C)C)(C)C>C(#N)C>[Br:1][C:2]1[C:3]([C:12]([F:15])([F:14])[F:13])=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([N:16]2[CH:20]=[CH:19][N:18]=[CH:17]2)[CH:7]=1

참가 물질

5

반응물 3

HCID 795ImidazoleHCID 81531DiisopropylethylamineHCID 594197851-Bromo-5-fluoro-4-nitro-2-(trifluoromethyl)benzene

생성물 1

HCID 59333299HCID 59333299, 화합물수율 86.2%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
80 °C

실험 절차

A mixture of 1-bromo-5-fluoro-4-nitro-2-(trifluoromethyl)benzene (16.0 g, 0.0556 mol), imidazole (4.0 g, 0.0588 mol) and N,N-diisopropylethylamine (10.1 mL, 0.0582 mol) in acetonitrile (160 mL) is stirred under nitrogen for 1.5 hour at 80° C. After concentration of the reaction mixture, the residue is partitioned between water and ethyl acetate. The aqueous phase is extracted with ethyl acetate, the combined organic phases are washed in turn with a saturated solution of ammonium chloride, brine and dried over sodium sulfate. Concentration and purification by cake filtration over silica gel, eluting with a mixture of ethyl acetate and cyclohexane from 2/8 to 1/1 affords the title compound as a yellow solid (16.1 g, 86.2%)

후처리

  1. customAfter concentration of the reaction mixture, the residue is partitioned between water and ethyl acetate
  2. extractionThe aqueous phase is extracted with ethyl acetate
  3. washthe combined organic phases are washed in turn with a saturated solution of ammonium chloride, brine
  4. dry with materialdried over sodium sulfate
  5. concentrationConcentration and purification
  6. filtrationby cake filtration over silica gel
  7. washeluting with a mixture of ethyl acetate and cyclohexane from 2/8 to 1/1

출처 및 근거

ORD 기록
ord-4242963cda404db48465ed51562c1e37
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08513250B2

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