Potassium Carbonate → (R)-1-(2-(((5-methyl-2-phenyl-2-hexen-1-ylidene)-amino)oxy)ethyl)-3-piperidinecarboxylic acid ethyl ester

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Reaction Steps

A mixture of the above oxime (2.0 g, 10 mmol), (R)-1-(2-bromoethyl)-3-piperidinecarboxylic acid ethyl ester hydrobromide (3.4 g, 10 mmol), potassium carbonate (4.7 g, 34 mmol) and acetone (25 ml) was stirred at room temperature for 4 days. The mixture was filtered and the solvent was evaporated from the filtrate in vacuo. The residue was purified by column chromatography on silica gel (75 g, cyclohexane/ethyl acetate, gradient 3/1 to 2/1) to give 1.3 g of (R)-1-(2-(((5-methyl-2-phenyl-2-hexen-1-ylidene)-amino)oxy)ethyl)-3- piperidinecarboxylic acid ethyl ester.

Provenance & Evidence