Water → 1,1-Dimethyl-2-(3-pyridylmethyl)hydrazine

HRID 1457859노트

반응식

HRID 1457859 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][N:8]([CH3:17])[N:9]=[CH:10][C:11]1[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=1.O.[OH-].[Na+]>C(OCC)C>[CH3:7][N:8]([CH3:17])[NH:9][CH2:10][C:11]1[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=1

참가 물질

6

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 311921Nicotinaldehyde dimethylhydrazoneHCID 21226445Aluminium lithium hydride

생성물 1

HCID 111481501,1-Dimethyl-2-(3-pyridylmethyl)hydrazine수율 20.6%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

반응 조건

온도
50 °C

실험 절차

In 100 ml of dry ethyl ether was suspended 4.6 g of lithium aluminum hydride and with stirring in a nitrogen gas stream, a solution of 12.0 g of 1,1-dimethyl-2-(3-pyridylmethylidene)hydrazine in 50 ml of dry ethyl ether was added dropwise. The mixture was refluxed for 5 hours and, then, cooled (50° C.) and with stirring, 5 ml of water, 5 ml of 20% aqueous sodium hydroxide and 15 ml of water were added dropwise in succession. The insoluble matter was filtered off, the filtrate was concentrated, and the residue was purified by silica gel column chromatography (eluent: chloroform-ethanol=10:1). The resulting oil was distilled under reduced pressure to give 2.5 g of the title compound as a yellow oil.

후처리

  1. temperatureThe mixture was refluxed for 5 hours
  2. stirringwith stirring
  3. filtrationThe insoluble matter was filtered off
  4. concentrationthe filtrate was concentrated
  5. customthe residue was purified by silica gel column chromatography (eluent: chloroform-ethanol=10:1)
  6. distillationThe resulting oil was distilled under reduced pressure

출처 및 근거

ORD 기록
ord-79a6592dac354a5c8a16abf01f31418b
출처 데이터셋
uspto-grants-1998_12
특허 번호
US05849768

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