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Imidazole → [3-(1H-Imidazol-1-yl)phenyl](2,4,6-trimethylphenyl)methanone

HRID 543320
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HRID 543320 반응식
[H-].[Na+].[NH:3]1[CH:7]=[CH:6][N:5]=[CH:4]1.F[C:9]1[CH:10]=[C:11]([CH:23]=[CH:24][CH:25]=1)[C:12]([C:14]1[C:19]([CH3:20])=[CH:18][C:17]([CH3:21])=[CH:16][C:15]=1[CH3:22])=[O:13]>CN(C)P(=O)(N(C)C)N(C)C>[N:3]1([C:9]2[CH:10]=[C:11]([CH:23]=[CH:24][CH:25]=2)[C:12]([C:14]2[C:15]([CH3:22])=[CH:16][C:17]([CH3:21])=[CH:18][C:19]=2[CH3:20])=[O:13])[CH:7]=[CH:6][N:5]=[CH:4]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 795ImidazoleHCID 24758Sodium hydrideHCID 13457470HCID 13457470, 화합물

생성물 1

HCID 13247704[3-(1H-Imidazol-1-yl)phenyl](2,4,6-trimethylphenyl)methanone수율 80.4%

시약·촉매·용매 1

HCID 12679Hexamethylphosphoramide용매

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온도
40 °C

실험 절차

To a suspension of 2.9 g of sodium hydride (60% dispersion in mineral oil) in 50 ml of hexamethylphosphoric triamide is added 5.3 g of imidazole over a 30 minute period under heating at 40° C. After the addition is complete, the mixture is stirred at room temperature for an hour. To the reaction mixture is added 16.6 g of 3-fluoro-2',4',6'-trimethylbenzophenone and the mixture is stirred at 70° C. for 24 hours. The reaction solution is poured into ice-cold water and extracted with ethyl acetate. The ethyl acetate layer is washed with water, dried and concentrated. The residue is recrystallized from a mixture of toluene and isopropyl ether to give 16 g of 3-(1-imidazolyl)-2',4',6'-trimethylbenzophenone as white crystals, melting at 134°-136° C.

후처리

  1. additionAfter the addition
  2. stirringthe mixture is stirred at 70° C. for 24 hours
  3. additionThe reaction solution is poured into ice-cold water
  4. extractionextracted with ethyl acetate
  5. washThe ethyl acetate layer is washed with water
  6. customdried
  7. concentrationconcentrated
  8. customThe residue is recrystallized from a mixture of toluene and isopropyl ether

출처 및 근거

ORD 기록
ord-70fc6b9c68a44a549739d55c9572de17
출처 데이터셋
uspto-grants-1987_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04661603

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