Sodium borohydride → 4-Methyl-4-(4-pyridin-3-yl-imidazol-1-yl)-pentan-1-ol

HRID 353777ノート

反応式

HRID 353777 の反応式
C[O:2][C:3](=O)[CH2:4][CH2:5][C:6]([CH3:19])([N:8]1[CH:12]=[C:11]([C:13]2[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=2)[N:10]=[CH:9]1)[CH3:7].[BH4-].[Na+]>C(O)C>[CH3:19][C:6]([N:8]1[CH:12]=[C:11]([C:13]2[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=2)[N:10]=[CH:9]1)([CH3:7])[CH2:5][CH2:4][CH2:3][OH:2]

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 207376634-Methyl-4-(4-pyridin-3-yl-imidazol-1-yl)pentanoic acid methyl ester

生成物 1

HCID 235114074-Methyl-4-(4-pyridin-3-yl-imidazol-1-yl)-pentan-1-ol収率 68%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
50 °C

実験手順

To a solution of 4-Methyl-4-(4-pyridin-3-yl-imidazol-1-yl)pentanoic acid methyl ester (1 eq) in ethanol was added sodium borohydride (4 eq) at room temperature. The reaction mixture was heated in a 50° C. oil bath for 60 minutes and then quenched by addition of H2O. Once the reaction solvent was removed in vacuo, a solution of the residue in dichloromethane was washed with NaCl(sat), dried over sodium sulfate, filtered and concentrated to give 4-Methyl-4-(4-pyridin-3-yl-imidazol-1-yl)-pentan-1-ol (68%). MH+(246).

後処理

  1. customquenched by addition of H2O
  2. customOnce the reaction solvent was removed in vacuo
  3. washa solution of the residue in dichloromethane was washed with NaCl(sat)
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-da984e0f24ee446daf973c45296d46cb
出典データセット
uspto-grants-2004_06
特許番号
US06756359B2

反応ノート

読み込み中…