Citric Acid → HCID 86751488, compound

Participants

Reaction Steps

Combine (E)-1-[4-(4-diethylaminobutoxy)phenyl]-1,2-diphenyl-2-chloro-ethylene hydrochloride salt (138.4 g, 0.294 mol) and ethyl acetate (75 L). Add with stirring a solution of sodium hydroxide (3.0 kg, 75 mol) in water (20 L). After dissolution, separate the layers, dry the organic layer over MgSO4, filter, and evaporate in vacuo to give a residue. Combine the residue and acetone (80 L). Filter and combine the filtrate with a solution of citric acid (3.6 kg, 18.8 mol) in acetone (20 L) and stir to give a solid. After 18 hours, collect the solid by filtration, rinse with acetone, and dry to give the title compound as a solid. Elemental Analysis calculated for C28H32ClNO.C6H8O7 : C, 65.22; H, 6.44; N, 2.24. Found: C, 65.19; H, 6.29; N, 2.14.

Provenance & Evidence