N-bromobutanimide → 1-Benzyl-2-methyl-5-bromo-1H-imidazole

HRID 250743ノート

反応式

HRID 250743 の反応式
[Br:1]N1C(=O)CCC1=O.[CH2:9]([N:16]1[CH:20]=[CH:19][N:18]=[C:17]1[CH3:21])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C(Cl)(Cl)Cl>[CH2:9]([N:16]1[C:20]([Br:1])=[CH:19][N:18]=[C:17]1[CH3:21])[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 836991H-Imidazole, 2-methyl-1-(phenylmethyl)-

生成物 1

HCID 668687951-Benzyl-2-methyl-5-bromo-1H-imidazole収率 84.1%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

Add N-bromosuccinimide (7.85 g, 44 mmol) to a solution of 1-benzyl-2-methyl-1H-imidazole (8.0 g, 46 mmol) in chloroform (200 mL) and stir for 6 hours. Wash reaction with saturated aqueous sodium hydrogen carbonate and saturated aqueous sodium chloride, dry over magnesium sulfate, and filter through 2″ pad of silica gel. Concentrate filtrate reduced pressure. Suspend residue in diethyl ether (600 mL), heat to reflux and filter hot Concentrate ether filtrate under reduced pressure to give 9.3 g (37 mmol) of the desired compound as a tan solid.

後処理

  1. washWash
  2. customreaction with saturated aqueous sodium hydrogen carbonate and saturated aqueous sodium chloride
  3. dry with materialdry over magnesium sulfate
  4. filtrationfilter through 2″ pad of silica gel
  5. temperatureSuspend residue in diethyl ether (600 mL), heat
  6. temperatureto reflux
  7. filtrationfilter hot
  8. concentrationConcentrate ether filtrate under reduced pressure

出典と根拠

ORDレコード
ord-f52250e3ee954fa7b57050bbb92284f4
出典データセット
uspto-grants-2011_01
特許番号
US07863310B2

反応ノート

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