Claims
- 1. A process for the manufacture of a secondary alkyl primary amine having from 10 to about 50 carbon atoms which comprises hydrogenating in a polar solvent and in the presence of ammonia and a supported metal hydrogenation catalyst, where said metal is platinum, rhodium, nickel or cobalt, a composition consisting essentially of an n-paraffin oxime having from 10 to about 50 carbon atoms contaminated with corresponding ketone and gem nitroso halide.
- 2. A process according to claim 1 wherein said amine and said oxime have from about 10 to about 13 carbon atoms.
- 3. A process according to claim 1 wherein said amine and said oxime have from about 14 to 50 carbon atoms.
- 4. A process according to claim 1 wherein said oxime is a mixture of C.sub.10 to C.sub.13 oximes.
- 5. A process according to claim 1 wherein said oxime is a mixture of C.sub.14 to C.sub.26 oximes.
- 6. A process according to claim 1 wherein said oxime is a mixture of C.sub.17 to C.sub.35 oximes.
- 7. A process according to claim 1 wherein said ammonia is present in substantial excess of the amount required to aminate the ketones present in the starting composition.
- 8. A process according to claim 7 wherein said solvent is saturated with ammonia.
- 9. A process according to claim 1 wherein said solvent is a C.sub.1 to C.sub.6 alkanol.
- 10. A process according to claim 9 wherein said solvent is methanol.
- 11. A process according to claim 9 wherein said solvent is ethanol.
- 12. A process according to claim 1 wherein said solvent is a C.sub.3 to C.sub.8 ether.
- 13. A process according to claim 12 wherein said solvent is tetrahydrofuran.
- 14. A process according to claim 12 wherein said solvent is 1,4-dioxane.
- 15. A process according to claim 12 wherein said solvent is diethylene glycol monoethylether.
- 16. A process according to claim 12 wherein said solvent is ethylene glycol monoethylether.
- 17. A process according to claim 1 wherein said solvent is a mixture of an alcohol and an ether.
- 18. A process according to claim 1 wherein said solvent is a mixture of methanol and tetrahydrofuran.
- 19. A process according to claim 1 wherein said catalyst is supported on alumina, silica alumina, carbon or kieselguhr.
- 20. A process according to claim 19 wherein said catalyst is nickel or cobalt.
- 21. A process according to claim 20 wherein said catalyst is nickel supported on alumina or silica alumina.
- 22. A process according to claim 1 wherein hydrogenation is undertaken at a temperature of between about 40.degree. and about 400.degree.F.
- 23. A process according to claim 22 wherein said temperature is between 75.degree. and 212.degree.F.
- 24. A process according to claim 23 wherein said temperature is between 150.degree. and 212.degree.F.
- 25. A process according to claim 1 wherein hydrogenation is undertaken at pressure ranges of from atmospheric pressure up to about 2000 p.s.i.g.
- 26. A process according to claim 25 wherein said pressure ranges from 50 to 600 p.s.i.g.
- 27. A process according to claim 26 wherein said pressure ranges from 400 to 600 p.s.i.g.
CROSS REFERENCE TO RELATED APPLICATION
This application is a continuation-in-part of our co-pending application Ser. No. 430,119, filed Jan. 2, 1974, now abandoned.
US Referenced Citations (7)
Non-Patent Literature Citations (2)
Entry |
Wagner et al., Synthetic Organic Chemistry, John Wiley & Sons, Inc., N.Y., pp. 654-663 (1953). |
House, Modern Synthetic Reactions, W. A. Benjamin, Inc., Philippines, pp. 1 to 8 and 210 to 213 (1972). |
Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
430119 |
Jan 1974 |
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