Patent · US Expired

Amine preparation

US5504253A · kind A · utility

13Cited by
6References
20Claims
0Family size

Assignee

Inventors

Key dates

Filing dateJul 15, 1994
Grant dateApr 2, 1996
Priority date
Expiry dateJul 15, 2014

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07C233/22
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

A method of making (R)-N- 1-(3-methoxyphenyl)ethyl!-3-(2-chlorobenzene)propanamine which involves reducing the appropriate amidyl or iminyl precursor with an appropriate reducing agent. The appropriate amidyl or iminyl precursor is made from a synthesis involving the use of (R)-3-methoxy-.alpha.-methylbenzylamine. A method of condensing a nitrile with a primary or secondary amine to form an imine involves the reaction of a nitrile with diisobutylaluminum hydride; and then reacting the resultant compound with a primary or secondary amine to form the imine. The process is especially useful for producing enantiomerically pure chiral imines, and, ultimately, amines. Typical such imines have the formula: ##STR1## wherein R, R.sub.1, R.sub.2 and R.sub.3 are independently selected from the group consisting of hydrogen, substituted or unsubstituted alkyl, aryl and aralkyl.

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