Patent · US Active

Method for preparing 3-aminomethyl-3,5,5-trimethyl cyclohexylamine

US9624162B2 · kind B2 · utility

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5References
25Claims
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Key dates

Filing dateDec 7, 2012
Grant dateApr 18, 2017
Priority date
Expiry dateDec 25, 2032

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07C2601/14
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

The present invention provides a method for preparing 3-aminomethyl-3,5,5-trimethyl cyclohexylamine. The method comprises: a) reacting 3-cyano-3,5,5-trimethyl cyclohexanone with excess primary amine as well as removing the water generated from the reaction, so that IPN is substantially converted into imine compounds; b) in the presence of an ammonolysis catalyst, mixing the product of step a) with liquid ammonia, making the imine compound perform ammonolysis reaction to generate 3-cyano-3,5,5-trimethyl cyclohexylimine and the primary amine; and c) in the presence of hydrogen and a hydrogenation catalyst, hydrogenating 3-cyano-3,5,5-trimethyl cyclohexylimine obtained in step b) to obtain 3-aminomethyl-3,5,5-trimethyl cyclohexylamine. The method of the present invention avoids the generation of 3,5,5-trimethyl cyclohexanol and 3-aminomethyl-3,5,5-trimethyl cyclohexanol as the major by-products in the prior art, thereby improving the yield of 3-aminomethyl-3,5,5-trimethyl cyclohexylamine.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.