Ethanol → 3-Ethoxyisonicotinonitrile

HRID 1736589노트

반응식

HRID 1736589 반응식
[Na].Cl[C:3]1[CH:4]=[N:5][CH:6]=[CH:7][C:8]=1[C:9]#[N:10].[CH2:11]([OH:13])[CH3:12]>>[CH2:11]([O:13][C:3]1[CH:4]=[N:5][CH:6]=[CH:7][C:8]=1[C:9]#[N:10])[CH3:12]

참가 물질

4

반응물 3

HCID 702EthanolHCID 5360545Sodium2회HCID 106783063-Chloropyridine-4-carbonitrile

생성물 1

HCID 128666953-Ethoxyisonicotinonitrile수율 62%

실험 절차

A mixture of sodium metal (1.4 g, 0.06 mol) and ethanol (10 ml) was stirred until all of the sodium metal had dissolved and the solvent was removed in vacuo. The residue was placed under argon, and DMF (50 ml), followed by 3-chloro-4-cyanopyridine (6.95 g, 0.05 mol) were added at 5° C. The mixture was warmed to room temperature and stirred for 24 hours. The solvent was removed in vacuo and the residue was treated with dichloromethane and filtered. The filtrate was removed in vacuo, the residue was treated with water and a solid was collected by filtration to afford 4.6 g (62%) of 3-ethoxy-4-cyanopyridine as a tan solid, m.p. 56°-57° C.

후처리

  1. dissolutionhad dissolved
  2. customthe solvent was removed in vacuo
  3. additionwere added at 5° C
  4. customThe solvent was removed in vacuo
  5. additionthe residue was treated with dichloromethane
  6. filtrationfiltered
  7. customThe filtrate was removed in vacuo
  8. additionthe residue was treated with water
  9. filtrationa solid was collected by filtration

출처 및 근거

ORD 기록
ord-b0e03c16728445a3af8ed995fe985635
출처 데이터셋
uspto-grants-1996_07
특허 번호
US05541187

반응 노트

불러오는 중…