HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tropic acid → 3-Hydroxy-2-phenyl-1-pyrrolidin-1-yl propan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tropic acid | HCID 10726 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-Hydroxy-2-phenyl-1-pyrrolidin-1-yl propan-1-one | HCID 68706980 | — |
Reaction Steps
To a solution of tropic acid (0.12 mmol) and pyrrolidine (0.12 mmol) in DMF (20 mL) are added HOAt (0.18 mmol) and EDCI-HCl (0.18 mmol). The reaction mixture is stirred at room temperature for 14 h. The reaction mixture is diluted with water, then extracted with AcOEt. The organic extracts are successively washed with water, sat. aq, NaHCO3, H2O and brine, dried over Na2SO4, filtered, and concentrated in vacuo. The residue is purified by silica gel column chromatography to give 3-hydroxy-2-phenyl-1-pyrrolidin-1-yl propan-1-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07704996B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-15157d95db1648df88d50d6902912257 |
| Source note | uspto-grants-2010_04 |