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EP0034480A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Alkylation of amines

Assignee: Individual
•
Filing: 1981-02-13
•
Granted: —
•
Expires: 2001-02-13
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Abstract

Abstract A process for preparing a N-alkylamine or N, N-dialkylamine, which comprises reacting a primary or secondary amine with a primary or secondary alcohol in the presence of a catalyst selected from iridium, rhodium, ruthenium, osmium, platinum, palladium and rhenium, present either as the metal or a salt or complex thereof. The catalyst is preferably a complex such as RhH(PPh 3 ) 4 . The process can be used to cause cyclisation, including internal cyclisation so that, by way of example, N-methyl-pyrrolidine may be prepared from (1) pyrrolidine and methanol; (2) 1,4-butanediol and methylamine; and (3) 4-methylamino-1-butanol.

Inventors

  • 👤 Ronald Ernest The Queen's University Grigg
  • 👤 Somyote Chemistry Dept Sutthivaiyakit

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-08 18:29
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/02; C07D295/023

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 49 words
A process for preparing a N-alkylamine or N,N-dialkylamine, which comprises reacting a primary or secondary amine with a primary or secondary alcohol in the presence of a catalyst selected from iridium, rhodium, ruthenium, osmium, platinum, palladium and rhenium, present either as the metal or a salt or complex thereof.
Claim 2
Dependent Claim 49 words
A process for preparing a N-alkylamine or N,N-dialkylamine, which comprises reacting a primary or secondary amine with a primary or secondary alcohol in the presence of a catalyst selected from iridium, rhodium, ruthenium, osmium, platinum, palladium and rhenium, present either as the metal or a salt or complex thereof.
Claim 3
Dependent Claim 20 words
A process according to claim 1 in which the catalyst is iridium or rhodium, or a salt or complex thereof.
Claim 4
Dependent Claim 28 words
A process according to claim 1 or claim 2 in which the catalyst is a complex, preferably the metal hydride complex, and most preferably RhH(PPh 3 ) 4'
Claim 5
Dependent Claim 21 words
A process according to any preceding claim in which the amine is a heterocyclic or aliphatic, and preferably an aliphatic, amine.
Claim 6
Dependent Claim 18 words
A process according to any preceding claim in which the alcohol is a primary alcohol,and preferably an alkanol.
Claim 7
Dependent Claim 22 words
A process according to any preceding claim in which the amine is a primary amine and the product is the monoalkylated amine.
Claim 8
Dependent Claim 34 words
A process according to any preceding claim in which the amine and the alcohol group are present in the same compound in which they are separated by a chain of at least 4 atoms.

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