Water → 9-Benzyl-3,6-dicyanocarbazole

HRID 460876노트

반응식

HRID 460876 반응식
[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)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.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)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 107751409H-carbazole-3,6-dicarbonitrile

생성물 1

HCID 213948759-Benzyl-3,6-dicyanocarbazole수율 79.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
110 °C

실험 절차

A slurry of sodium hydride (50% in oil, 960 mg) in 100 ml of dimethylformamide is treated with 3,6-dicyanocarbazole (4.34 g, see Example 1) and heated at 110° C for two hours. The reaction mixture is then treated dropwise with benzylbromide (3.42 g) and heated at 110° C for an additional 18 hours. The reaction mixture is poured into water and extracted several times with dichloromethane. The combined dichloromethane extracts are dried over sodium sulfate and filtered through 200 ml of silica gel to yield 4.9 g of the title compound, melting point 265°-267° C.

후처리

  1. temperatureheated at 110° C for an additional 18 hours
  2. extractionextracted several times with dichloromethane
  3. dry with materialThe combined dichloromethane extracts are dried over sodium sulfate
  4. filtrationfiltered through 200 ml of silica gel

출처 및 근거

ORD 기록
ord-7cec077cb34c443e804fe683efd50ce5
출처 데이터셋
uspto-grants-1977_12
특허 번호
US04061655

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