HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 131723018, 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 131723018 | HCID 131723018 | — |
Reaction Steps
Combine (R, R)-di-p-anisoyltartaric acid (0.8 g, 19 mmol) and aqueous 12 M hydrochloric acid solution (0.16 mL, 19 mmol) in water/methanol (10 mL)/(10 mL). Heat to reflux. Add dropwise, a solution of 3-(3,4-dichloro-phenyl)-3-(2-hydroxy-ethyl)-pyrrolidine (1.0 g, 38.5 mmol) in methanol (10 mL). After 15 minutes, slowly cool to ambient temperature. Filter the solid that forms and rinse with water to give (+)-3-(3,4-dichloro-phenyl)-3-(2-hydroxy-ethyl)-pyrrolidine (R, R)-di-p-anisoyltartaric acid-hydrochloric acid salt: mp; 201-204° C. (dec). Analysis by HPLC, as described in Example 14.1.1 indicates an enantiomeric excess of 97%, (97% ee).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06329392B1 |
| Source dataset | uspto-grants-2001_12 |
| ORD ID | ord-711ca9fd0918488f9036d09d9a4528fb |
| Source note | uspto-grants-2001_12 |