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

HRID 1457859ノート

反応式

HRID 1457859 の反応式
[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

参加物

6

反応物 4

HCID 962Water2 回HCID 14798Sodium HydroxideHCID 311921Nicotinaldehyde dimethylhydrazoneHCID 21226445Aluminium lithium hydride

生成物 1

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

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

反応条件

温度
50 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-79a6592dac354a5c8a16abf01f31418b
出典データセット
uspto-grants-1998_12
特許番号
US05849768

反応ノート

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