Ethanol → HCID 86152363, 화합물

HRID 1085960노트

반응식

HRID 1085960 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

HCID 86152363HCID 86152363, 화합물수율 26.2%

시약·촉매·용매 2

HCID 6101p-Toluenesulfonic acid촉매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-38e252370dd046fbaa8534679be2d03e
출처 데이터셋
uspto-grants-1991_04
특허 번호
US05011932

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