Reaktion #3255

Reaktionsgleichung

sodium

2-dimethylaminoethanol

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

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title compound

Ausbeute 68.1%

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

Ausbeute 68.1%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeobtained in reference example 2
2. 2
   Extraktionextracted with chloroform
3. 3
   TrocknenThe chloroform layer was dried over magnesium sulfate
4. 4
   Sonstigeevaporated
5. 5
   SonstigeThe residue was purified by silica gel column chromatography (eluent; chloroform:methanol=10:1(v/v)) and
6. 6
   Sonstigecrystallized from ethyl acetate

Vorschrift

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.

Quelle