HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → N-(1-Benzhydryl-pyrrolidin-3-ylmethyl)-3,3-diphenyl-propionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Diphenylpropionic acid | HCID 64798 | — |
| Reactant | C-(1-Benzhydryl-pyrrolidin-3-yl)-methylamine | HCID 43344287 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(1-Benzhydryl-pyrrolidin-3-ylmethyl)-3,3-diphenyl-propionamide | HCID 11751858 | — |
Reaction Steps
To a solution of C-(1-Benzhydryl-pyrrolidin-3-yl)-methylamine (0.26 g, 0.98 mmol) in dry CH2Cl2 (25 ml) was added 3,3-diphenylpropionic acid (0.22 g, 0.98 mmol) under nitrogen. To the reaction was added EDC (0.37 g, 1.95 mmol) and DMAP (cat) and the reaction mixture stirred under nitrogen at room temperature overnight. The reaction was then concentrated under reduced pressure. The residue dissolved in ethyl acetate: water (10:1) (100 ml). The organic was washed with water (20 ml, 2×) and 10% NaOH (20 ml) and dried over MgSO4 and evaporated to dryness. The resulting residue was purified by column chromatography using CH2Cl2:CH3OH (15:1) to give a desired product in good yield
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07244758B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-3813c9590fda4cc286aa649696aa6c27 |
| Source note | uspto-grants-2007_07 |