HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen chloride-ethyl acetate → (R)-1-[(S)-5-(3,4,5-trifluorophenyl)pyrrolidine-2-yl]ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen chloride-ethyl acetate | HCID 21866389 | — |
| Reactant | HCID 67373559 | HCID 67373559 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (R)-1-[(S)-5-(3,4,5-trifluorophenyl)pyrrolidine-2-yl]ethanol | HCID 67371908 | 98.7% |
Reaction Steps
4 N hydrochloric acid/ethyl acetate (26.8 mL) was added to an ethyl acetate (20 mL) solution of (S)-2-((R)-1-hydroxyethyl)-5-(3,4,5-trifluorophenyl)pyrrolidine-1-carboxylic acid t-butyl ester (3.71 g), and stirring was continued for 2 hours at room temperature. The solvent was removed under a vacuum, and 5 N sodium hydroxide solution and dichloromethane were added, and the organic layer was partitioned. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was removed under a vacuum, and the title compound (2.6 g) was obtained. The physical property values are as follows.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08008293B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-c46c5497154147309400159580880258 |
| Source note | uspto-grants-2011_08 |