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

HRID 2252031ノート

反応式

HRID 2252031 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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)+

後処理

  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

出典と根拠

ORDレコード
ord-bdd8b35330444fe6948435b38cc9ba97
出典データセット
uspto-grants-2008_01
特許番号
US07320995B2

反応ノート

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