Journal
CHINESE JOURNAL OF CATALYSIS
Volume 33, Issue 11, Pages 1840-1849Publisher
SCIENCE PRESS
DOI: 10.1016/S1872-2067(11)60457-9
Keywords
silica-bonded N-propylpiperazine sodium n-propionate; silica-bonded N-propylpiperazine methyl n-propionate; aromatic aldehydes; 3,4-dihydropyrano[c]chromenes; biscoumarins
Funding
- Persian Gulf University [PGU/FS/6-2/1390/694]
- Persian Gulf University Research Council [PGU/FS/6-2/1390/694]
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A simple and efficient procedure for the preparation of silica-bonded N-propylpiperazine sodium n-propionate (SBPPSP) by the hydrolysis of silica-bonded N-propylpiperazine methyl n-propionate (SBPPMP) in hydrochloric acid (0.5 mol/L) followed by treatment with saturated sodium bicarbonate is described. The SBPPMP was obtained by the reaction of 3-silica-bonded N-propylpiperazine and methyl acrylate in methanol. SBPPSP was used as a recyclable basic catalyst for the synthesis of 3,4-dihydropyrano[c]chromenes by the reaction of aromatic aldehydes, malononitrile, and 4-hydroxycoumarin in aqueous ethanol (1:1 v/v) under reflux conditions. Biscoumarins were also obtained via condensation of aldehydes and 4-hydroxycoumarin in aqueous ethanol (1:1 v/v) under reflux conditions. The catalyst could be recycled several times without any additional treatment.
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