US4607104A
Expired / Lapsed
US
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Process for the production of 2,2,6,6-tetraalkyl-4-piperidylamines
Assignee: Deutsche Bank AG New York Branch
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Filing: 1985-07-11
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Granted: 1986-08-19
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Expires: 2005-07-11
Abstract
Abstract 2,2,6,6-tetraalkyl-4-piperidylamines are produced by reacting an amine with a 2,2,6,6-tetraalkyl-4-piperidone in the presence of a catalyst selected from the group consisting of platinum, nickel and cobalt, employing a reaction medium comprising (a) between about 10 and 100 weight percent water and (b) between 0 and about 90 weight percent of a polar organic compound selected from the group consisting of C 1 -C 10 aliphatic alcohols and C 2 -C 6 aliphatic glycols.
Inventors
- 👤 Russell E. Malz, Jr.
- 👤 Harold Greenfield
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 00:17
CPC Classifications
C; C07; C07D; C07D211/00; C07D211/04; C07D211/06; C07D211/36; C07D211/56; C07D211/58
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
235 words
A process for producing compounds of the formula: ##STR4## wherein: R is C 1 -C 18 alkyl, C 5 -C 6 cycloalkyl or C 7 -C 9 aralkyl; R 1 , R 2 , R 3 and R 4 are the same or different and are C 1 -C 8 alkyl; A is hydrogen, hydroxy, C 1 -C 8 alkoxy, C 1 -C 8 alkyl, C 2 -C 10 alkylcarbonyl or arylcarbonyl; and n is 1, 2, 3 or 4; with the proviso that when n is 2, 3 or 4, the R 1 , R 2 , R 3 , R 4 and A substituents of the piperidine rings may each independently be different members within the scope of their definitions; which process comprises reacting an amine of the formula R(NH 2 ) n , wherein R and n are as defined above, with at least one 2,2,6,6-tetraalkyl-4-piperidone of the formula: ##STR5## wherein A, R 1 , R 2 , R 3 and R 4 are as defined above; in the presence of a catalyst selected from the group consisting of platinum, nickel and cobalt employing a reaction medium comprising (a) between about 10 and 100 weight percent water and (b) between 0 and about 90 weight percent of at least one polar organic compound selected from the group consisting of C 1 -C 10 aliphatic alcohols and C 2 -C 6 aliphatic glycols.
Claim 2
Dependent Claim
235 words
A process for producing compounds of the formula: ##STR4## wherein: R is C 1 -C 18 alkyl, C 5 -C 6 cycloalkyl or C 7 -C 9 aralkyl; R 1 , R 2 , R 3 and R 4 are the same or different and are C 1 -C 8 alkyl; A is hydrogen, hydroxy, C 1 -C 8 alkoxy, C 1 -C 8 alkyl, C 2 -C 10 alkylcarbonyl or arylcarbonyl; and n is 1, 2, 3 or 4; with the proviso that when n is 2, 3 or 4, the R 1 , R 2 , R 3 , R 4 and A substituents of the piperidine rings may each independently be different members within the scope of their definitions; which process comprises reacting an amine of the formula R(NH 2 ) n , wherein R and n are as defined above, with at least one 2,2,6,6-tetraalkyl-4-piperidone of the formula: ##STR5## wherein A, R 1 , R 2 , R 3 and R 4 are as defined above; in the presence of a catalyst selected from the group consisting of platinum, nickel and cobalt employing a reaction medium comprising (a) between about 10 and 100 weight percent water and (b) between 0 and about 90 weight percent of at least one polar organic compound selected from the group consisting of C 1 -C 10 aliphatic alcohols and C 2 -C 6 aliphatic glycols.
Claim 3
Dependent Claim
37 words
The process of claim 1 wherein the reaction medium comprises water and at least one polar organic compound selected from the group consisting of C 1 -C 10 aliphatic alcohols and C 2 -C 6 aliphatic glycols.
Claim 4
Dependent Claim
16 words
The process of claim 2 wherein the reaction medium is a mixture of water and 2-propanol.
Claim 5
Dependent Claim
15 words
The process of claim 2 wherein the reaction medium is mixture of ethanol and water.
Claim 6
Dependent Claim
16 words
The process of claim 2 wherein the reaction medium is a mixture of methanol and water.
Claim 7
Dependent Claim
11 words
The process of claim 1 wherein said reaction medium comprises water.
Claim 8
Dependent Claim
10 words
The process of claim 1 wherein said catalyst is platinum.
Claim 9
Dependent Claim
23 words
The process of claim 1 wherein R 1 , R 2 , R 3 and R 4 are methyl and A is hydrogen.
Claim 10
Dependent Claim
30 words
The process of claim 8 wherein said amine is selected from the group consisting of methylamine, butylamine, dodecylamine, octadecylamine, cyclohexylamine, benzylamine, triethylenediamine, tetraethylenediamine, hexamethylenediamine, 1,12-diaminododecane, dipropylenetriamine, diethylenetriamine, 1,2,6-triaminohexane, and 1,4-diaminocyclohexane.
Claim 11
Dependent Claim
12 words
The process of claim 8 wherein said amine is tetraethylenediamine or hexamethylenediamine.
Claim 12
Dependent Claim
18 words
The process of claim 1 wherein the reaction is performed at between about 15 and about 2000 psi.
Claim 13
Dependent Claim
18 words
The process of claim 11 wherein the reaction is performed at between about 50 and about 900 psi.
Claim 14
Dependent Claim
18 words
The process of claim 12 wherein the reaction is performed at between about 100 and about 750 psi.
Claim 15
Dependent Claim
18 words
The process of claim 1 wherein the reaction is performed at between about 15° and about 100° C.
Claim 16
Dependent Claim
18 words
The process of claim 14 wherein the reaction is performed at between about 45° and about 90° C.
Claim 17
Dependent Claim
18 words
The process of claim 15 wherein the reaction is performed at between about 60° and about 85° C.
References Cited (Backward Citations)
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