Abstract
(Coumarin-3-yl)triphenylphosphonium perchlorate III. To a solution of 0.001 mol of phosphonium salt Ia in 10 ml of ethanol, we added 0.0011 mol of salicylaldehyde and 0.1 ml of piperidine. The resulting mixture was refluxed for 7 h and cooled, and 2 ml of saturated aqueous solution of sodium perchlorate was added. The precipitate was filtered off, and compound III was purified by crystallization from ethanol, yield 83%, mp 2803282oC. IR spectrum, n, cm: 1705 (C=O). H NMR spectrum, d, ppm: 7.4837.95 m (19H, 3C6H5, C6H4), 8.40 d (1H, CH, JHP 16.0 Hz). Found, %: Cl 6.85; P 6.08. C27H20O6P. Calculated, %: Cl 6.99; P 6.11. This compound was also prepared in 89% yield by refluxing phosphonium salt IV in dioxane in the presence of hydrochloric acid.
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