Method for the production of cyclic ketones
The present invention relates to a process for preparing a cyclic ketone having from 7 to 16 carbon atoms, which comprises at least the steps (a) oxidation of a composition (I) comprising at least one cyclic alkene which has from 7 to 16 carbon atoms and at least one C—C double bond by means of dinitrogen monoxide to give a composition (A), (b) treatment of the composition (A) with at least one base to give a composition (B), (c) hydrogenation of the composition (B) in the presence of at least one catalyst to give a composition (C), (d) purification of the composition (C), comprising at least the steps (di) thermal treatment of the composition (C) with at least one acid or at least one catalyst comprising at least one transition metal, (dii) further purification by a method selected from the group consisting of distillation, extraction and crystallization.
1. A process for preparing a cyclic ketone having from 7 to 16 carbon atoms which comprises at least the steps
(a) oxidizing a composition (I) comprising at least one cyclic alkene which has from 7 to 16 carbon atoms and at least one C—C double bond by means of dinitrogen monoxide to give a composition (A),
(b) treating the composition (A) with at least one base to give a composition (B),
(c) hydrogenating the composition (B) in the presence of at least one catalyst to give a composition (C),
(d) purifying of the composition (C), comprising at least the steps
(di) thermal treating the composition (C) with at least one acid or at least one catalyst comprising at least one transition metal,
(dii) further purifying by a method selected from the group consisting of distillation, extraction and crystallization.
2. The process according to claim 1 , wherein step (b) comprises the steps (b1) and (b2):
(b1) treating the composition (A) with at least one base
(b2) removing the base.
3. The process according to claim 1 , wherein the cyclic alkene has at least two C—C double bonds.
4. The process according to claim 1 , wherein the cyclic alkene has three C—C double bonds.
5. The process according to claim 1 , wherein unreacted starting material or by-products are removed from the composition (A) after step (a) and before step (b) to give a composition (A′).
6. The process according to claim 1 , wherein the acid or the catalyst comprising at least one transition metal is separated off between steps (di) and (dii).
7. The process according to claim 1 , wherein the cyclic alkene is 1,5,9-cyclododecatriene.
8. The process according to claim 1 , wherein the cyclic alkene is cyclododecatriene which has been prepared from butadiene by means of trimerization.
9. The process according to claim 1 , wherein the cyclic alkene is cyclododecene.
10. The process according to claim 1 , wherein the base is sodium hydroxide or potassium hydroxide.
11. The process according to claim 1 , wherein the treating in step (b) is carried out at a temperature of from 100 to 250° C. for a period of from 1 minute to 10 hours.
12. The process according to claim 1 , wherein the treating in step (di) is carried out at a temperature of from 60 to 350° C.
13. The process according to claim 1 , wherein the treating in step (di) is carried out for a time of from 0.1 to 50 hours.
14. A process for preparing a cyclic ketone having from 7 to 16 carbon atoms which comprises at least the steps
(a) oxidizing a composition (I) comprising at least one cyclic alkene which has from 7 to 16 carbon atoms and at least one C—C double bond by means of dinitrogen monoxide to give a composition (A),
(b) treating the composition (A) with at least one base to give a composition (B),
(c) hydrogenating the composition (B) in the presence of at least one catalyst to give a composition (C),
(d) purifying of the composition (C), comprising at least the steps
(di) thermal treating the composition (C) with at least one acid or at least one catalyst comprising at least one transition metal,
(dii) further purifying by a method selected from the group consisting of distillation, extraction and crystallization
wherein step (b) comprises the steps (b1) and (b2):
(b1) treatment of the composition (A) with at least one base
(b2) removal of the base.
15. The process according to claim 14 , wherein the acid or the catalyst comprising at least one transition metal is separated off between steps (di) and (dii).
16. The process according to claim 14 , wherein the cyclic alkene is cyclododecatriene which has been prepared from butadiene by means of trimerization.
17. The process according to claim 15 , wherein the cyclic alkene is cyclododecatriene which has been prepared from butadiene by means of trimerization.
18. The process according to claim 17 , wherein unreacted staffing material or by-products are removed from the composition (A) after step (a) and before step (b) to give a composition (A′).
19. The process according to claim 18 , wherein the acid or the catalyst comprising at least one transition metal is separated off between steps (di) and (dii).
20. The process according to claim 19 , wherein the base is sodium hydroxide or potassium hydroxide and the treating in step (b) is carried out at a temperature of from 100 to 250° C. for a period of from 1 minute to 10 hours and the treating in step (di) is carried out at a temperature of from 60 to 350° C. for a time of from 0.1 to 50 hours.