Imidazole → 1-[2-(2-Naphthyl)-2,2-dimethoxyethyl]imidazole

HRID 26542ノート

反応式

HRID 26542 の反応式
[OH-].[Na+].[NH:3]1[CH:7]=[CH:6][N:5]=[CH:4]1.[H][H].[CH3:10][O:11][C:12]([O:27][CH3:28])([C:23](CBr)=O)[C:13]1[CH:22]=[CH:21][C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=1>CN(C)C=O.O>[CH:14]1[C:15]2[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:21]=[CH:22][C:13]=1[C:12]([O:11][CH3:10])([O:27][CH3:28])[CH2:23][N:3]1[CH:7]=[CH:6][N:5]=[CH:4]1

参加物

7

反応物 4

HCID 795ImidazoleHCID 14798Sodium HydroxideHCID 86736482Bromomethyl 2-naphthoyl ketone dimethyl ketalHCID 178418361HCID 178418361、化合物

生成物 1

HCID 126989371-[2-(2-Naphthyl)-2,2-dimethoxyethyl]imidazole

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒2 回

実験手順

Sodium hydroxide (0.40 g. of 50% dispersion in mineral oil) is added to 0.61 g. imidazole in 10 ml dimethylformamide and the mixture stirred at room temperature until the evolution of hydrogen is complete. Bromomethyl 2-naphthoyl ketone dimethyl ketal (2.21 g.) in 5 ml. dimethylformamide is then added and the mixture stirred for 24 hours at 110° under nitrogen. The resulting solution is poured into water (400 ml), extracted with ether (400 ml total), and the extracts washed, dried (MgSO4) and evaporated. The resulting crude solid (2.2 g) is recrystallized from toluene to give 1-[2-(2-naphthyl)-2,2-dimethoxyethyl]imidazole as a colorless solid.

後処理

  1. extractionextracted with ether (400 ml total)
  2. washthe extracts washed
  3. dry with materialdried (MgSO4)
  4. customevaporated
  5. customThe resulting crude solid (2.2 g) is recrystallized from toluene

出典と根拠

ORDレコード
ord-e17b2a24b9b4443fb29dd5a58e75c0fb
出典データセット
uspto-grants-1979_04
特許番号
US04150153

反応ノート

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