Hydrochloric Acid → HCID 45265040, compound

Participants

Reaction Steps

E or Z-(R)-1-[2-[[2-(2-Chlorophenyl)-2-phenylethenyl]oxy]-ethyl]-3-piperidine carboxylic acid ethyl ester (1.0 g, 0.0024 mol) (opposite geometric isomer of example 6) was dissolved in ethanol (20 ml) and 10N sodium hydroxide solution (2.42 ml) was introduced. After stirring the reaction mixture at room temperature for 16 h, water (100 ml) was added and the mixture was neutralized with 2N hydrochloric acid solution Evaporation of ethanol under reduced pressure gave an aqueous solution, which was acidified to pH 1 with 2N hydrochloric acid and extracted with dichloromethane (4 × 100 ml). The combined extracts were dried (Na2SO4) and evaporated to a solid, which was recrystallized from methanol/toluene to give the title compound (0.58 g, 56%) as white crystals (after drying in vacuo), m.p. 227°-8°.

Provenance & Evidence