Water → 9-Butyl-3,6-dicyanocarbazole

HRID 460874ノート

反応式

HRID 460874 の反応式
[H-].[Na+].[C:3]([C:5]1[CH:6]=[CH:7][C:8]2[NH:9][C:10]3[C:15]([C:16]=2[CH:17]=1)=[CH:14][C:13]([C:18]#[N:19])=[CH:12][CH:11]=3)#[N:4].[CH2:20](Br)[CH2:21][CH2:22][CH3:23].O>CN(C)C=O>[CH2:20]([N:9]1[C:10]2[CH:11]=[CH:12][C:13]([C:18]#[N:19])=[CH:14][C:15]=2[C:16]2[C:8]1=[CH:7][CH:6]=[C:5]([C:3]#[N:4])[CH:17]=2)[CH2:21][CH2:22][CH3:23]

参加物

6

反応物 4

HCID 962WaterHCID 8002Butyl bromideHCID 24758Sodium hydrideHCID 107751409H-carbazole-3,6-dicarbonitrile

生成物 1

HCID 213948789-Butyl-3,6-dicyanocarbazole収率 81.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
110 °C

実験手順

A slurry of sodium hydride (50% in oil, 480 mg) in 50 ml of anhydrous dimethylformamide is treated with 3,6-dicyanocarbazole (2.17 g) and heated at 110° C for two hours. The reaction mixture is then treated dropwise with butylbromide (1.37 g) and heated for about 16 hours at 110° C. The reaction mixture is poured into water and the resultant precipitate collected by filtration. The solid is dissolved in dichloromethane and filtered through 200 ml of silica gel to yield 2.22 g of the title compound, melting point 215°-217°C.

後処理

  1. temperatureheated for about 16 hours at 110° C
  2. filtrationthe resultant precipitate collected by filtration
  3. dissolutionThe solid is dissolved in dichloromethane
  4. filtrationfiltered through 200 ml of silica gel

出典と根拠

ORDレコード
ord-f29ea4de65b9469c96d3d2dc85787796
出典データセット
uspto-grants-1977_12
特許番号
US04061655

反応ノート

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