title: Dehydration of 2-hydroxy(ethoxy)-2-aryl-N.N-penta(tetra) methylenemorpholinium bromides.
abstract: Dehydration of 2-hydroxy(ethoxy)-2-aryl-N.N-penta(tetra) methylenemorpholinium bromide was achieved either by heating (175 degrees C) the compound with catalytic amounts of hydrobromic acid, or by refluxing the compound in a glacial acetic acid-hydrogen bromide mixture or by treating it with phosphorus tribromide at room temperature. In the acetic acid-hydrogenbromide method, the product was accompanied by N-bromoethyl(carbethoxy)-N-phenacylmorpholinium bromide, while strong heating (210 degrees C) of the title compounds or reflux in xylene yielded N-2-bromoethylpiperidine hydrobromide. Under the latter conditions, N-methyl-N-phenacylpiperidinium bromide gave similarly N-methylpiperidine hydrobromide. A preliminary biologic activity study in the synthesized compounds has also been conducted.
mesh_terms: D000700:Analgesics; D000818:Animals; D005730:Ganglionic Blockers; D066298:In Vitro Techniques; D009025:Morpholines / Q000138:chemical synthesis* / Q000494:pharmacology; D010276:Parasympatholytics
chemical_list: D000700:Analgesics; D005730:Ganglionic Blockers; D009025:Morpholines; D010276:Parasympatholytics