# US 7,608,738 B2 · Coammoxidation of ketones > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 7,608,738 B2 - Document ID: US7608738B2 - Status: Granted - Kind: B2 - Application number: 10/572,594 - Filed: 2004-08-02 - Published: 2008-10-09 - Granted: 2009-10-27 - Earliest claimed: 2003-09-25 - Assignees: Degussa AG - Inventors: Juergen Herwig; Martin Roos; Georg Oenbrink; Bernd Guenzel; Dirk Kuppert - Web page: https://patentgrep.com/patent/US7608738B2 ## CPC - C07C 249/04: of oximes - C07C 2601/14: The ring being saturated - C07C 2601/20: the ring being twelve-membered - C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS ## Abstract The present invention relates to a process for the coammoximation, that is to say for the simultaneous ammoximation, of ketones, in particular of cyclic ketones such as cyclododecanone and cyclohexanone. Ammoximation is taken to mean here the preparation of oximes from ketones or aldehydes together with hydrogen peroxide and ammonia and in the presence of a catalyst which essentially consists of silicon, titanium and oxygen, for example titanium silicalite. ## Claims ### Claim 1 A process for the coammoximation of at least two different ketones present in a volume ratio of 10:1 to 1:10, which comprises reacting a mixture of at least one cyclic ketone and at least one further ketone with ammonia and hydrogen peroxide in the presence of a solid catalyst which consists essentially of silicon, titanium and oxygen, and a solvent; wherein the reacting is carried out in one step to give a corresponding mixture of ketone oximes by simultaneously ammoximating the different ketones. ### Claim 2 (depends on 1) The process as claimed in claim 1, wherein at least one ammonium salt is present as a cocatalyst during the reacting. ### Claim 3 (depends on 1) The process as claimed in claim 1, wherein the ketones of the mixture are cyclic ketones having 5 to 20 carbon atoms. ### Claim 4 (depends on 3) The process as claimed in claim 3, wherein the cyclic ketones have 6 to 12 carbon atoms. ### Claim 5 (depends on 4) The process as claimed in claim 4, wherein the cyclic ketones are cyclohexanone and cyclododecanone. ### Claim 6 (depends on 1) The process as claimed in claim 1, wherein the reacting is carried out with ammonia having a concentration of at least 20% in water or pure ammonia. ### Claim 7 (depends on 1) The process as claimed in claim 1, wherein the aqueous hydrogen peroxide has at a concentration of 10-70%. ### Claim 8 (depends on 1) The process as claimed in claim 1, wherein the solid catalyst is titanium silicalite. ### Claim 9 (depends on 1) The process as claimed in claim 1, wherein a cocatalyst comprising an ammonium salt of at least one of a mineral acid and a carboxylic acid is present during the reacting. ### Claim 10 (depends on 2) The process as claimed in claim 2, wherein the cocatalyst is generated in the reaction mixture in situ from a Brönsted acid and ammonia. ### Claim 11 (depends on 2) The process as claimed in claim 2, wherein the at least one ammonium salt is present in the reaction mixture at a concentration of 0.001 to 1 mol/kg. ### Claim 12 (depends on 1) The process as claimed in claim 1, wherein an at least partially water-miscible solvent, or a water-immiscible solvent is present during the reacting. ### Claim 13 (depends on 1) The process as claimed in claim 1, wherein a water-immiscible solvent comprising an interphase contactor is present during the reacting. ### Claim 14 (depends on 13) The process as claimed in claim 13, wherein, the interphase contactor comprises at least one of alkanesulfonates and quaternary ammonium salts present at a concentration of 0.01 to 5% by weight, based on the total reaction mixture. ### Claim 15 (depends on 1) The process as claimed in claim 1, wherein the reaction temperature is in the range from 20 to 150° C. ### Claim 16 (depends on 15) The process as claimed in claim 15, wherein the reaction temperature is in the range from 50 to 120° C. ### Claim 17 (depends on 1) The process as claimed in claim 1, wherein the ammoximating is carried out in a continuous or in a batchwise reaction system. ### Claim 18 (depends on 1) The process as claimed in claim 1, wherein the reaction is carried out at a pressure of 1 to 10 bar. ### Claim 19 (depends on 1) A method for preparing lactams by Beckmann rearrangement comprising utilizing the mixture of ketone oximes prepared by the process as claimed in claim 1. ### Claim 20 (depends on 19) The method as claimed in claim 19, wherein the lactams prepared are at least one selected from the group consisting of caprolactam, enantholactam, caprylolactam, pelargonolactam, decanolactam, undecanolactam and laurolactam. ### Claim 21 (depends on 1) The process as claimed in claim 1, wherein the ammoximating is performed in the presence of a solvent in the one step to give a corresponding mixture of ketone oximes. ### Claim 22 (depends on 1) The process as claimed in claim 1, wherein the two different ketones are present in a volume ratio of 5:1 to 1:5.