HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1'-(4-phenoxybenzoyl)-1,3'-bipyrrolidine Hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Phenoxybenzoic acid | HCID 75182 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Reactant | 1-(Pyrrolidin-3-yl)pyrrolidine | HCID 14627375 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 1'-(4-phenoxybenzoyl)-1,3'-bipyrrolidine Hydrochloride | HCID 68429959 | — |
Reaction Steps
A stirred mixture of the HCl salt of 3-(pyrrolidino)pyrrolidine (0.44 g, 2.1 mmol) and 4-phenoxy benzoic acid (0.34 g, 1.6 mmol) in CH2Cl2 is treated with 0.85 mL of triethylamine at room temperature. The reaction mixture is treated with solid benzotriazol-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate (1.2 g, 2.4 mmol), stirred overnight under nitrogen, diluted with CH2Cl2, washed sequentially with water and brine, dried over MgSO4 and concentrated in vacuo. The resultant residue is chromatographed and treated with HCl in ether to afford the title compound as a white solid, identified by NMR and MS analyses.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07842715B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-305a18e88c974a8c85b72b7464061ecf |
| Source note | uspto-grants-2010_11 |