Synthesis of nylon-11 monomer
US5498733A · kind A · utility
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Key dates
| Filing date | Jul 19, 1993 |
| Grant date | Mar 12, 1996 |
| Priority date | — |
| Expiry date | Jul 19, 2013 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07C227/04
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
Nylon-11 monomer, 11-aminoundecanoic acid, is synthesized from 12-oxododecanoic acid oxime in a three-step reaction sequence which involves a Beckmann rearrangement, Hofmann degradation and hydrolysis. The aldoxime acid is hydrolyzed in the presence of nickel acetate tetrahydrate to give 11-carbamoylundecanoic acid. This amide is then treated with a solution of sodium methoxide and bromine at 70.degree.-80.degree. C. to give 11-(methoxycarbonylamino)undecanoic acid, which upon basic hydrolysis and subsequent neutralization, yields the 11-aminoundecanoic acid.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.