http://rdf.ncbi.nlm.nih.gov/pubchem/patent/SE-306002-B
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_966a6c1f382ec9bcb5e3839dfd73e5b8 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A23L5-44 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A23L5-47 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A23L1-275 |
| filingDate | 1962-04-14-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_76e7ec8b6b1cc32153ae892a906f62dc http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_1331e42fb653d5fde7f9c37cccd41bb5 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_7bc2840be96bcef457e93f15f79b317f |
| publicationDate | 1968-11-11-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | SE-306002-B |
| abstract | Compounds of the general formula <FORM:0917241/IV (b)/1> (wherein R1 is the 4-hydroxy-3-oxo-2.6.6-trimethyl-cyclohexadien-(1.4)-yl [or 3.4-dioxo2.6.6-trimethyl-cyclohexen-(1)-yl] group and R2 stands for this group or is the 2.6.6-trimethylcyclohexen-(1)-yl group and wherein the broken line denotes that the central bond is optionally a double or triple bond, and enolacetates thereof), are obtained by oxidising with molecular oxygen a 1.18-disubstituted-3.7.12.16 - tetramethyl-octadecanonaene-(1.3.5.7.9.11.13.15.17) or 1.18-disubstituted-3.7.12.16-tetramethyl - octadecaoctaen - (1.3.5.7.11.13.15.17)-yne-(9), wherein one of the substituents is the 3 - oxo - 2.6.6-trimethyl-cyclohexene-(1)-yl group and the other is this group or the 2.6.6-trimethyl-cyclohexen-(1)-yl group, in the presence of an enolising agent and, where the enol-acetate is required, acetylating the oxidation product. The all - olefinic substances obtained may be used as colouring materials in the food and cosmetic industries. Those substances containing a central triple bond may be hydrogenated to form all-olefinic compounds. Specified starting materials include canthaxanthin and its 15.151-dehydro derivative and echineone and its 15.151-dehydro derivative. The starting material may be shaken in an inert solvent or diluent in the presence of air or oxygen until the required amount of oxygen is taken up. The enolizing agent may be potassium t-butoxide in t-butanol; sodium or potassium methoxide or ethoxide in methanol or ethanol; sodamide or potassamide in benzene, toluene, or ether; or sodium hydride in benzene, toluene, or ether. In an example canthaxanthin in benzene is added to potassium t-butoxide in t-butanol and the mixture is shaken in oxygen at room temperature. Water and chloroform are added and the mixture is shaken with 2N-hydrochloric acid. The organic layer is separated, washed with sodium bicarbonate solution, diluted with benzene and evaporated under reduced pressure. The residue is dissolved in chloroform/ethanol mixture from which astacene is crystallised. A portion of the crude astacene is acetylated in pyridine with acetic anhydride to give astacene diacetate. In another example, 15.151 - dehydro-canthaxanthin is similarly oxidised to produce 15.151-dehydro-astacene. This may be partially reduced in ethyl acetate in presence of a catalyst to give "central-cis" astacene which on exposure to daylight is converted to astacene. In another example 15.151-dehydro-echineone is oxidised to 3-oxo-15.151-dehydro-echineone. For identification purposes, this compound as well as the astacene of the other examples may be converted into their phenazine derivatives by reaction with o-phenylene diamine in glacial acetic acid. |
| priorityDate | 1960-04-14-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 64.