J. Iran. Chem. Soc., Vol. 7, No. 1 March 2010, pp.275~288.

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Synthesis of New Lariat Ethers Containing Polycyclic Phenols and Heterocyclic Aromatic Compound on Graphite Surface via Mannich Reaction

H. Sharghia,*, R. Khalifeha and A.R. Salimi Benib

aDepartment of Chemistry, Shiraz University, Shiraz 71454, I.R. Iran
bDepartment of Chemistry, Yasouj University, Yasouj, 75918-74831, I.R. Iran

Synthesis of novel lariat ethers containing polycyclic phenols and heterocyclic aromatic compound using graphite via Mannich reaction are herein described. For this purpose N-(methoxymethyl) azacrown ether 4 was synthesized in nearly quantitative yield. The reaction of N-(methoxymethyl) azacrown ether 4 with polycyclic phenols and heterocyclic aromatic compound was performed in 10-20 min in the presence of graphite. The graphite powder can be reused up to five times after simple washing with acetone.

Keywords: Azacrown ether, Mannich reaction, Graphite, Solvent less

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