HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 131720034, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-(3-(3,4-Dichlorophenyl)pyrrolidin-3-yl)ethanol | HCID 18464427 | — |
| Reactant | (R, R)-di-p-anisoyltartaric acid | HCID 66875417 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Methanol--water (1/1) | HCID 22242641 | — |
| Product | HCID 131720034 | HCID 131720034 | — |
Reaction Steps
Combine (R, R)-di-p-anisoyltartaric acid (354.1 g, 846 mmol) and aqueous 12M hydrochloric acid solution (70.5 mL, 846 mmol) in water/methanol (4.4 L)/(4.4 L). Heat to reflux. Add dropwise over 45 minutes, a solution of 3-(3,4-dichloro-phenyl)-3-(2-hydroxy-ethyl)-pyrrolidine (440 g, 1693 mmol) in methanol (3 L). After 20 minutes, slowly cool to ambient temperature. Filter the solid that forms and rinse with water to give the title compound: mp; 201°-204° C. (dec). Analysis by HPLC, as described in Example 20.4.1 indicates an enantiomeric excess of 97.5%, (97.5% ee).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05635510 |
| Source dataset | uspto-grants-1997_06 |
| ORD ID | ord-8b2052454bb148dc86e4f12f38b105ff |
| Source note | uspto-grants-1997_06 |