Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzene | HCID 241 | — |
| Reactant | Caprolactam | HCID 7768 | — |
| Reactant | 4-Nitrobenzoyl chloride | HCID 8502 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 86749248 | HCID 86749248 | 95% |
Reaction Steps
A mixture of 4-nitrobenzoyl chloride (50.16 g, 0.27 mol), freshly distilled ε-caprolactam (30.59 g, 0.27 mol), and 500 ml of benzene are added to a 1L three-necked round-bottom flask equipped with an overhead stirrer, condenser and a nitrogen inlet tube. The solution is heated to 90°-100° C. and after all the solids are dissolved, 160 ml of pyridine is added. White pyridine salts form immediately, the reaction solution being kept at 90°-100° C. for 1 hour. The pyridine salts are removed by filtration, and the solvent is separated from the filtrate under reduced pressure. The residue is washed with a 5 percent NaHCO3 aqueous solution and with distilled water several times before being dried. The product is then recrystallized from a mixture of ethyl acetate and hexane to obtain 67 g (95 percent) of white crystals: mp 105°-106° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05491200 |
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| Source dataset | uspto-grants-1996_02 |
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| ORD ID | ord-ff337b0319814f64bf210857806b9a0e |
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| Source note | uspto-grants-1996_02 |
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