Réaction #3255

Équation de réaction

sodium

2-dimethylaminoethanol

6-chloro-9,10-methylenedioxy-7H-indeno[2,1-c]quinoline-7-on

→

title compound

Rendement 68.1%

6-(2-dimethylaminoethoxy)-9,10-methylenedioxy-7H-indeno[2,1-c]quinoline-7-on

Rendement 68.1%

Conditions de réaction

Traitement

1. 1
   Autreobtained in reference example 2
2. 2
   Extractionextracted with chloroform
3. 3
   SéchageThe chloroform layer was dried over magnesium sulfate
4. 4
   Autreevaporated
5. 5
   AutreThe residue was purified by silica gel column chromatography (eluent; chloroform:methanol=10:1(v/v)) and
6. 6
   Autrecrystallized from ethyl acetate

Mode opératoire

To a solution prepared with sodium (1.78 g, 77.4 mmol) and 2-dimethylaminoethanol (80 ml, 796 mmol) was added 6-chloro-9,10-methylenedioxy-7H-indeno[2,1-c]quinoline-7-on (8 g, 25.8 mmol) obtained in reference example 2, and the mixture was stirred with heat at 60° C. for 24 hours. The reaction mixture was poured into ice water and extracted with chloroform. The chloroform layer was dried over magnesium sulfate and evaporated. The residue was purified by silica gel column chromatography (eluent; chloroform:methanol=10:1(v/v)) and crystallized from ethyl acetate to give 6.37 g (yield: 68.1%) of title compound. The physicochemical properties thereof are shown in table 2.

Source