Sodium Iodide → HCID 20223430, compound

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Reaction Steps

The title compound was prepared in a manner similar to that employed for the compound of Example 23 starting with 6.59 g of 4-(2,2-diphenylethenyl)piperidine, 6.4 g of 3-(10-chlorodecyl)pyridine, 3.75 g of sodium iodide, 2.65 g of anhydrous sodium carbonate, and 40 mL of dimethylformamide. The mixture was heated at 75° for 18 hours and the solvent was evaporated. The residue was partitioned between 1N sodium hydroxide and ethyl acetate and the organic layer was removed, dried over sodium sulfate, decolorized with charcoal, filtered, and evaporated to give 10.4 g (86%) of product as a colorless oil. Crystallization from hexane provided the pure 3-[10-[4-(2,2-Diphenylethenyl)-1-piperidinyl]decyl]pyridine, mp 63°-65° C. Analysis Calculated for C34H44N2 : C, 84.95; H, 9.23; N, 5.83. Found: C. 85.21; H 9.27; N, 5.84. The fumaric acid salt was obtained from acetone, mp 134°-136° C. Analysis Calculated for C34H44N2.C4H4O4 : C, 76.48; H, 8.11; N, 4.69. Found: C, 76.53; H, 8.17; N, 4.88.

Provenance & Evidence