Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Chloro-N-methylbenzenamine | HCID 70272 | — |
| Reactant | 4-Phenyloxane-2,6-dione | HCID 297882 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 70195521 | HCID 70195521 | 77.4% |
Reaction Steps
3-Phenylglutaric anhydride (2.0 g) in CH2Cl2 (25 mL) at 0° C. was treated sequentially with 4-chloro-N-methylaniline (1.86 g), triethylamine (1.33 g) and N,N-dimethylaminopyridine (trace). The mixture was stirred at 0° C. for two hours then allowed to warm to room temperature and stirred for 12 hours. The reaction mixture was washed with 1N HCl (2×50 mL) and water (100 mL). The organic layers were dried over MgSO4, filtered and concentrated to afford the title compound (2.7 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05654316 |
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| Source dataset | uspto-grants-1997_08 |
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| ORD ID | ord-e9867988fdc1415199ff2fa060905d9a |
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| Source note | uspto-grants-1997_08 |
|---|