Water → HCID 70230009, compound

Participants

Reaction Steps

(R)-1-(2-((2-(2-Chlorophenyl)-2-(2-methylphenyl)ethenyl)oxy)ethyl)-3-piperidinecarboxylic acid ethyl ester (4.1 g, 0.0096 mol, prepared similarly to the method described in Example 70) was dissolved in ethanol (100 ml) and 18 N sodium hydroxide solution (10 ml) was introduced. After stirring the solution at room temperature for 1 h water (500 ml) was added, and the solution was washed with diethyl ether (2×100 ml). pH of the aqueous phase was adjusted to 1 using 2 N hydrochloric acid solution and extracted with dichloromethane (4×200 ml). The combined extracts was dried (MgSO4), evaporated and the residue was crystallized from toluene/trace methanol to provide the title compound (3.47 g, 87%) as a white crystalline solid.

Provenance & Evidence