HuagongsheHuagongshe Chemistry Print Report · For research reference only
Itaconic acid → 1-(2,4-Dimethoxybenzyl)-5-oxopyrrolidine-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Itaconic acid | HCID 811 | — |
| Reactant | 2,4-Dimethoxybenzylamine | HCID 597250 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1-(2,4-Dimethoxybenzyl)-5-oxopyrrolidine-3-carboxylic acid | HCID 11254461 | 71.6% |
Reaction Steps
To a solution of itaconic acid (13.0 g, 100 mmol) in toluene (50 ml) was added a solution of 2,4-dimethoxybenzylamine (17.54 g, 105.0 mmol) in toluene (50 mL) and the reaction mixture was stirred for 15 h under reflux. The mixture was cooled to ambient temperature and then concentrated under reduced pressure. The residue was treated with diethyl ether (100 mL) and the resulting precipitate was collected by filtration, washed with diethyl ether and EtOAc and dried to afford 1-(2,4-dimethoxybenzyl)-5-oxopyrrolidine-3-carboxylic acid (20.0 g, 71% yield) as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434761B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-3f437f78dbf04d2bace7d5716f7b7d9b |
| Source note | uspto-grants-2016_09 |