تفاعل #89969

معادلة التفاعل

2-(1-hydroxy-1-methyl-ethyl)-1H-indole-6-carbonitrile

nitrobenzene

aluminum chloride

4-methoxybenzoyl chloride

→

title compound

المردود 40.1%

8-Methoxy-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile

المردود 40.1%

المذيبات

Water

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGby stirring at room temperature for 3 hr
2. 2
   استخلاصwas then extracted with ethyl acetate
3. 3
   تجفيفThe organic layer was dried over sodium sulfate
4. 4
   أخرىThe drying agent was removed by filtration
5. 5
   أخرىthe residues obtained
6. 6
   تركيزafter concentration under reduced pressure
7. 7
   أخرىwere purified by silica gel column chromatography (hexane/ethyl acetate)

الإجراء التجريبي

(Method 3) To nitrobenzene (5 ml) and aluminum chloride (400 mg, 3 mmol), 4-methoxybenzoyl chloride (400 mg, 2.3 mmol) was added. After stirring for 30 min at room temperature, 2-(1-hydroxy-1-methyl-ethyl)-1H-indole-6-carbonitrile (Compound AA6, 200 mg, 1 mmol) was added followed by stirring at room temperature for 3 hr. Water was added to the reaction solution, which was then extracted with ethyl acetate. The organic layer was dried over sodium sulfate. The drying agent was removed by filtration and the residues obtained after concentration under reduced pressure were purified by silica gel column chromatography (hexane/ethyl acetate) to obtain the title compound (127 mg, 40%).

المصدر