Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Methyl 6-oxohexanoate | HCID 81164 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Caprolactam | HCID 7768 | — |
| Product | Methyl 6-aminohexanoate | HCID 1810164 | — |
Reaction Steps
Such a process is described in U.S. Pat. No. 4,731,445. This publication describes a process in which first methyl 5-formylvalerate is contacted with ammonia and hydrogen in the presence of methanol as solvent and a hydrogenation catalyst. In this step methyl 6-aminocaproate and a small amount of ε-caprolactam is obtained. In a second step, the excess ammonia and hydrogen are removed from the reaction mixture. In a third step, the methyl 6-aminocaproate is reacted with water in the presence of a small amount (0.1 to 2 wt. %) of ammonia at a temperature of 50 to 250 ° C. The released methanol is simultaneously removed. Example 1 of U.S. Pat. No. 4,731,445 discloses the reaction of methyl 6-aminocaproate with water in the presence of an almost negligible amount of ammonia at a temperature of about 100° C. The resulting aqueous mixture, which mixture contains 6-aminocaproic acid and small amounts of 6-minocaproamide and ε-caprolactam, is heated to a emperature of 330° C. In this step the 6-aminocaproic acid and 6-aminocaproamide reacts by cyclization to ε-caprolactam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06333412B1 |
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| Source dataset | uspto-grants-2001_12 |
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| ORD ID | ord-0c4f98ac782a4c91b1e9575b625b646a |
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| Source note | uspto-grants-2001_12 |
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