Methyl iodide → tert-butyl 4-methoxy-4-(1-methyl-1H-imidazol-2-yl)piperidine-1-carboxylate

HRID 1910391ノート

反応式

HRID 1910391 の反応式
[OH:1][C:2]1([C:15]2[N:16]([CH3:20])[CH:17]=[CH:18][N:19]=2)[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4][CH2:3]1.[H-].[Na+].[CH3:23]I>CN(C=O)C>[CH3:23][O:1][C:2]1([C:15]2[N:16]([CH3:20])[CH:17]=[CH:18][N:19]=2)[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4][CH2:3]1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 68570244tert-butyl 4-hydroxy-4-(1-methyl-1H-imidazol-2-yl)piperidine-1-carboxylate

生成物 1

HCID 68570558tert-butyl 4-methoxy-4-(1-methyl-1H-imidazol-2-yl)piperidine-1-carboxylate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of tert-butyl 4-hydroxy-4-(1-methyl-1H-imidazol-2-yl)piperidine-1-carboxylate (300 mg) in DMF (3 ml) was added NaH (60% dispersion in mineral oil; 77 mg) and MeI (120 μl) under ice bath cooling, and the mixture was stirred at room temperature for 2 hours. The reaction mixture was extracted with EtOAc and was washed with water and brine, and was dried over MgSO4. Solvent was removed in vacuo, and the residue was purified by silica gel column (n-hexane:EtOAc=50:50 to EtOAc only) to give tert-butyl 4-methoxy-4-(1-methyl-1H-imidazol-2-yl)piperidine-1-carboxylate (182 mg) as a colorless oil.

後処理

  1. temperaturecooling
  2. extractionThe reaction mixture was extracted with EtOAc
  3. washwas washed with water and brine
  4. dry with materialwas dried over MgSO4
  5. customSolvent was removed in vacuo
  6. customthe residue was purified by silica gel column (n-hexane

出典と根拠

ORDレコード
ord-4222368124444b94aef5b14bcca463d9
出典データセット
uspto-grants-2013_12
特許番号
US08603975B2

反応ノート

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