Ethanol → 3-Ethoxyisonicotinonitrile

HRID 1736589ノート

反応式

HRID 1736589 の反応式
[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]

参加物

4

反応物 3

HCID 702EthanolHCID 5360545Sodium2 回HCID 106783063-Chloropyridine-4-carbonitrile

生成物 1

HCID 128666953-Ethoxyisonicotinonitrile収率 62%

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b0e03c16728445a3af8ed995fe985635
出典データセット
uspto-grants-1996_07
特許番号
US05541187

反応ノート

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