Hydrochloric Acid → HCID 23589106, compound

Participants

Reaction Conditions

Reaction Steps

(3R)-1′-(Anthracene-9-carbonyl)-[1,4′]bipiperidinyl-3-carboxylic acid ethyl ester (containing a small amount of the corresponding isopropyl ester) (10 g, approx. 22 mmol) was dissolved with warming in dioxane (50 mL) and 2N hydrochloric acid (50 mL) was added. The clear yellow solution was heated at 110° C. (slight reflux) and a pinkish red color soon developed. After 165 min the solution was allowed to cool to ambient temperature. After standing overnight the dioxane was evaporated and an oily solid precipitated out. The mixture was washed with dichloromethane and the insoluble oil was separated from the aqueous layer, dissolved in a dioxane-water mixture (100 mL), xylene (100 mL) was added and the mixture was evaporated to dryness, finally under high vacuum, to give the title compound as a yellow foam which was used in the following procedure without further purification.

Provenance & Evidence