Water → 8-(2-Ethyl-6-methylbenzyloxy)-3-hydroxymethyl-2-methylimidazo[1,2-a]pyridine

HRID 1386079ノート

反応式

HRID 1386079 の反応式
[H-].[H-].[H-].[H-].[Li+].[Al+3].[C:7]([C:12]1[N:16]2[CH:17]=[CH:18][CH:19]=[C:20]([O:21][CH2:22][C:23]3[C:28]([CH3:29])=[CH:27][CH:26]=[CH:25][C:24]=3[CH2:30][CH3:31])[C:15]2=[N:14][C:13]=1[CH3:32])(OCC)=[O:8].O.[OH-].[Na+]>O1CCCC1>[CH2:30]([C:24]1[CH:25]=[CH:26][CH:27]=[C:28]([CH3:29])[C:23]=1[CH2:22][O:21][C:20]1[C:15]2[N:16]([C:12]([CH2:7][OH:8])=[C:13]([CH3:32])[N:14]=2)[CH:17]=[CH:18][CH:19]=1)[CH3:31]

参加物

6

反応物 4

HCID 962Water2 回HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 217173563-Carboethoxy-8-(2-ethyl-6-methylbenzyloxy)-2-methylimidazo[1,2-a]pyridine

生成物 1

HCID 217173318-(2-Ethyl-6-methylbenzyloxy)-3-hydroxymethyl-2-methylimidazo[1,2-a]pyridine収率 60%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a mixture of LiAlH4 (0.08 g, 2.1 mmol) in tetrahydrofuran (25 ml) was added 3-carboethoxy-8-(2-ethyl-6-methylbenzyloxy)-2-methylimidazo[1,2-a]pyridine (1.0 g, 2.8 mmol) in tetrahydrofuran (25 ml). After stirring the mixture at room temperature for 2 h., 0.2 ml of water was added dropwise, followed by 0.2 ml of 15% sodium hydroxide and then 0.6 ml of water. The solids were removed by filtration and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel using methylene chloride:methanol (9:1) as eluent. Crystallization from diethyl ether gave 0.52 g (60%) of the title compound.

後処理

  1. customThe solids were removed by filtration
  2. customthe solvent was removed under reduced pressure
  3. customThe residue was purified by column chromatography on silica gel
  4. customCrystallization from diethyl ether

出典と根拠

ORDレコード
ord-58fd5db54c6d4484986cbad8df23fc98
出典データセット
uspto-grants-2001_07
特許番号
US06265415B1

反応ノート

読み込み中…