Potassium Iodide → 1-(4,4-Diphenyl-3-butenyl)-cis-4-hydroxy-3-piperidinecarboxylic acid methyl ester

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Reaction Steps

Similarly, a mixture of 1.63 g. (0.00835 mole) of cis-4-hydroxy-3-piperidinecarboxylic acid methyl ester, hydrochloride, 3 g. (0.0104 mole) of 4,4-diphenyl-3-butenyl bromide, 1.5 g. of potassium carbonate and 0.2 g. of potassium iodide in 50 ml. of dimethylformamide was reacted as described above to give 1-(4,4-diphenyl-3-butenyl)-cis-4-hydroxy-3-piperidinecarboxylic acid methyl ester. This ester (1.4 g., 0.0038 mole) was hydrolyzed in 50 ml. of hot 6 N hydrochloric acid to obtain 1-(4,4-diphenyl-3-butenyl)-cis-4-hydroxy-3-piperidinecarboxylic acid hydrochloride, m.p. 174°-177° C.

Provenance & Evidence