HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrrolidine → 1-[2-(4-Bromophenyl)propanoyl]pyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 2-(4-Bromophenyl)propanoic acid | HCID 521441 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-[2-(4-Bromophenyl)propanoyl]pyrrolidine | HCID 57762812 | 71.3% |
Reaction Steps
A solution of 2-(4-bromophenyl)propanoic acid (215 mg, 0.94 mmol) in dichloromethane (4 ml) was treated in one portion with solid 1,1′-carbonyldiimidazole (152 g, 0.94 mmol). This mixture was allowed to stir at room temperature for 15 minutes. Pyrrolidine (67 mg, 0.94 mmol) was then added and the stirring continued for 1 hour at room temperature. Most of the solvent was removed under reduced pressure and the residue added to a 5 g pre-packed silica column and eluted from 0-50% ethyl acetate in petroleum ether to give the title compound as a colourless solid (189 mg, 71%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07566735B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-0b7edc98aebd474d9c76da73d84c8654 |
| Source note | uspto-grants-2009_07 |