Ethanol → HCID 86152363、化合物

HRID 1493707ノート

反応式

HRID 1493707 の反応式
[N:1]1[CH:6]=[CH:5][C:4]([C:7]([CH2:9][CH2:10][CH2:11][CH3:12])=O)=[CH:3][CH:2]=1.[CH:13]([NH:15][NH2:16])=[O:14].C1COCC1.C(O)C>C(Cl)Cl.C1(C)C=CC(S(O)(=O)=O)=CC=1>[N:1]1[CH:6]=[CH:5][C:4]([C:7](=[N:16][NH:15][CH:13]=[O:14])[CH2:9][CH2:10][CH2:11][CH3:12])=[CH:3][CH:2]=1

参加物

7

反応物 4

HCID 702EthanolHCID 8028TetrahydrofuranHCID 12229HydrazinecarboxaldehydeHCID 743441-Pentanone, 1-(4-pyridyl)-

生成物 1

HCID 86152363HCID 86152363、化合物収率 26.2%

試薬・触媒・溶媒 2

HCID 6101p-Toluenesulfonic acid触媒HCID 6344Dichloromethane溶媒

実験手順

A solution of 14.26 gm (0.0956 mole) of n-butyl 4-pyridyl ketone, 5.70 gm (0.0956 mole) of formylhydrazine, 50 ml of THF, 30 ml of absolute ethanol and 0.1 gm of p-toluenesulfonic acid is refluxed 24 hr. The reaction is chilled to give a white solid which is collected and discarded. The filtrate is concentrated in vacuo to furnish a solid. This material is dissolved in methylene chloride. The methylene chloride solution is washed with saturated sodium bicarbonate solution; then brine. The organic layer is dried over magnesium sulfate and concentrated in vacuo in the presence of excess hexane to yield 5.14 gm (26%) of the title compound having a melting point of 143.4° C.

後処理

  1. temperatureThe reaction is chilled
  2. customto give a white solid which
  3. customis collected
  4. concentrationThe filtrate is concentrated in vacuo
  5. customto furnish a solid
  6. washThe methylene chloride solution is washed with saturated sodium bicarbonate solution
  7. dry with materialThe organic layer is dried over magnesium sulfate
  8. concentrationconcentrated in vacuo in the presence of excess hexane

出典と根拠

ORDレコード
ord-8ef0abd63a154b39a198e956bde8d011
出典データセット
uspto-grants-1991_06
特許番号
US05023334

反応ノート

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