Sodium Hydroxide → alpha(or beta)-methyl-1H-imidazole-1-ethanol

HRID 1859824ノート

反応式

HRID 1859824 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[N:7]1([CH:12]([CH3:18])[C:13](OCC)=[O:14])[CH:11]=[CH:10][N:9]=[CH:8]1.[OH-].[Na+]>C1COCC1>[N:7]1([CH:12]([CH3:18])[CH2:13][OH:14])[CH:11]=[CH:10][N:9]=[CH:8]1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 18626501ethyl 2-(1H-imidazol-1-yl)propanoateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 109147alpha(or beta)-methyl-1H-imidazole-1-ethanol収率 67.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
40 °C

実験手順

A suspension of 16.6 g (0.437 mol) of lithium aluminum hydride in 700 mL of THF was warmed to 40° C. and treated dropwise with 36.8 g (0.219 mol) of ethyl 2-(1H-1-imidazolyl)propanoate and the suspension allowed to stir at room temperature for 2.5 hours. The mixture was decomposed with dilute NaOH, filtered, and the solid washed with THF. The solvent was removed under reduced pressure and the residue distilled at 155-170° C./0.5 mm Hg. There was obtained 18.6 g (67% yield) of the product as an oil. The structure was confirmed by NMR and mass spectroscopy. MS m/z 127 (M+H+).

後処理

  1. filtrationfiltered
  2. washthe solid washed with THF
  3. customThe solvent was removed under reduced pressure
  4. distillationthe residue distilled at 155-170° C./0.5 mm Hg

出典と根拠

ORDレコード
ord-e379ee8055ab4ae7819c5a9868492517
出典データセット
uspto-grants-2003_03
特許番号
US06528535B2

反応ノート

読み込み中…