Water → HCID 131721088, compound

Participants

Reaction Steps

Combine (S,S)-di-p-anisoyltartaric acid (14.77 g, 35 mmol), water (200 mL) and methanol (200 mL). Heat to reflux. Add dropwise, a solution of 3-(3,4-dichlorophenyl)-3-(2-hydroxyethyl)pyrrolidine (18.36 g, 70 mmol) in methanol (135 mL). After 1.5 hours, add water (135 mL) and slowly cool to ambient temperature to give a solid. Filter the solid that forms and rinse with water to give the title compound: mp; 201°-202° C. (dec). Analysis by HPLC, as described in Example 3.3.4 indicates an enantiomeric excess of 99.9%, (99.9% ee). [°]2D0 =+17.90°(c=1.00, dimethylsulfoxide).

Provenance & Evidence