Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Caprolactam | HCID 7768 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-Benzoylazepan-2-one | HCID 224471 | 95% |
Reaction Steps
Under a stream of nitrogen, 200 g of ε-caprolactam are introduced into a 1 l four-necked flask fitted with stirrer and thermometer and melted. 226 g of N,N-diisopropyl-N-ethylamine (Hunig base) and 250 g of benzoyl chloride are then added dropwise simultaneously over the course of 2 hours, with stirring. The temperature is maintained initially at 90° C.and then increased further to 110° C. When the reaction is complete, the melt, at 80° C., is introduced into 350 ml of water at room temperature and stirred. After one hour, the precipitated benzoylcaprolactam is filtered off and dried. The N-benzoylcaprolactam is obtained in a yield of 95% and a purity of >99% by GC. The Hunig base is worked up as in Example 1. The precipitated N,N-diisopropyl-N-ethylamine (water content: 0.13%) can again be reused without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06028192 |
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| Source dataset | uspto-grants-2000_02 |
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| ORD ID | ord-ffb77d3433de4191a239d36bfdfd6cef |
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| Source note | uspto-grants-2000_02 |
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