Water → 1-Benzyl-4,5-dibromo-2-methyl-imidazole

HRID 2252031노트

반응식

HRID 2252031 반응식
[Br:1][C:2]1[N:3]=[C:4]([CH3:8])[NH:5][C:6]=1[Br:7].C(=O)([O-])[O-].[Na+].[Na+].[CH2:15](Br)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.O>CN(C=O)C>[CH2:15]([N:3]1[C:2]([Br:1])=[C:6]([Br:7])[N:5]=[C:4]1[CH3:8])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 7498Benzyl BromideHCID 10340Sodium CarbonateHCID 27733644,5-dibromo-2-methyl-1H-imidazole

생성물 1

HCID 3043081-Benzyl-4,5-dibromo-2-methyl-imidazole

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 4,5-dibromo-2-methylimidazole (3.0 g, 12.5 mmol) in 25 mL DMF add sodium carbonate (2.0 g, 18.8 mmol) and benzyl bromide (1.64 mL, 13.8 mmol). Stir the solution at room temperature for 72 hours. Pour the reaction into water and extract with EtOAc. Wash the organic layer with water, saturated aqueous sodium chloride, and dry over sodium sulfate. Filter the mixture and concentrate to 3.8 g crude oil. Purify the oil by radial chromatography eluting with 40% EtOAc in hexanes. Concentrate the appropriate fractions to 3.1 g (75%) of the title compound as a colorless oil. MS(ES+): m/z=331.0 (M+H)+

후처리

  1. additionPour
  2. extractionextract with EtOAc
  3. washWash the organic layer with water, saturated aqueous sodium chloride
  4. dry with materialdry over sodium sulfate
  5. filtrationFilter the mixture
  6. concentrationconcentrate to 3.8 g crude oil
  7. customPurify the oil by radial chromatography
  8. washeluting with 40% EtOAc in hexanes
  9. concentrationConcentrate the appropriate fractions to 3.1 g (75%) of the title compound as a colorless oil

출처 및 근거

ORD 기록
ord-bdd8b35330444fe6948435b38cc9ba97
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07320995B2

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