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

HRID 26542노트

반응식

HRID 26542 반응식
[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

참가 물질

7

반응물 4

HCID 795ImidazoleHCID 14798Sodium HydroxideHCID 86736482Bromomethyl 2-naphthoyl ketone dimethyl ketalHCID 178418361HCID 178418361, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e17b2a24b9b4443fb29dd5a58e75c0fb
출처 데이터셋
uspto-grants-1979_04
특허 번호
US04150153

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