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

HRID 1859824노트

반응식

HRID 1859824 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
40 °C

실험 절차

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+).

후처리

  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

출처 및 근거

ORD 기록
ord-e379ee8055ab4ae7819c5a9868492517
출처 데이터셋
uspto-grants-2003_03
특허 번호
US06528535B2

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