HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride → Dimethyl N-benzoylaspartate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,4-Dimethyl L-aspartate | HCID 111207 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Dimethyl N-benzoylaspartate | HCID 17791269 | 79.3% |
Reaction Steps
A mixture of benzoyl chloride (3.20 mL, 27.7 mmol), L-aspartic acid dimethyl ester (5.0 g, 25.2 mmol) and triethyl amine (5.3 mL, 38 mmol) in CH2Cl2 (50 mL) was stirred at ambient temperature for 2 h and diluted with water. The organic layer was dried (MgSO4), filtered, and concentrated. The residue was purified by silica gel chromatography (hexanes/EtOAc 1/1) to afford a white solid (5.3 g, 79%). MS (ESI) m/z 266 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07282501B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-06475d43e7604818836b751b1d8cd125 |
| Source note | uspto-grants-2007_10 |