Reacción #3255

Ecuación de reacción

sodium

2-dimethylaminoethanol

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

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title compound

Rendimiento 68.1%

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

Rendimiento 68.1%

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroobtained in reference example 2
2. 2
   Extracciónextracted with chloroform
3. 3
   SecadoThe chloroform layer was dried over magnesium sulfate
4. 4
   Otroevaporated
5. 5
   OtroThe residue was purified by silica gel column chromatography (eluent; chloroform:methanol=10:1(v/v)) and
6. 6
   Otrocrystallized from ethyl acetate

Procedimiento

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.

Fuente