http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-756622-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_fd9f36df06271a59df790e5021907cdc |
| classificationCPCAdditional | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C2601-16 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C43-303 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C47-02 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C47-21 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C45-515 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C41-48 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C45-59 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C43-30 |
| filingDate | 1954-07-01-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1956-09-05-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-756622-A |
| titleOfInvention | Novel acetals of alkadienic aldehydes, the manufacture thereof and conversion into a polyene aldehyde |
| abstract | The invention comprises 1,1-dialkoxy-4-methyl - 6 -[21,61,61 - trimethyl - cyclohexen - (11) - yl] - hexadiene - (2,4)s and 1,1,3 - tri-alkoxy - 2,6 - dimethyl - 8 - [21,61,61 - trimethyl-cyclohexen - (11) - yl] - octadiene - (4,6)s, wherein all the alkoxy groups each contain from 1 to 6 carbon. The dialkoxy compounds (b -C16 acetals) are prepared by acetalizing 4-methyl-6-[21, 61, 61 - trimethyl - cyclohexen - (11) - yl]-hexadien-(2,4)-al-(1) by reacting it with a C1-6 alkyl ester of an ortho-alkanoic acid, e.g. orthoformic acid, in the presence of an acidic agent such as BF3-etherate, zinc chloride, ammonium chloride or nitrate, phosphoric acid or p-toluene sulphonic acid. The trialkoxy compounds (b -C16-ether-acetals) are prepared by condensing the b -C19 acetals with propenyl C1-6 alkyl ethers in the presence of an acidic condensing agent, e.g. BF3-etherate, zinc chloride, titanium tetrachloride or aluminium or ferric chloride, preferably at a temperature between 15 DEG and 50 DEG C. The b -C19-ether-acetals may be converted into the b -C19 aldehyde 2,6-dimethyl-8-[21,61,61 - trimethyl - cyclohexen - (l1) - yl] - octatrien-(2,4,6)-al-(1) by hydrolysing in an aqueous acidic medium, suitably by heating in an aqueous solution of p-toluene sulphonic, acetic, propionic, oxalic, sulphuric or phosphoric acid or of zinc chloride or sodium bisulphate and continuously distilling off the alcohol split from the 2- and 3-positions; a water-miscible solvent may be present. Desirably, oxygen is excluded at all stages in these processes and an anti-oxidant may be present. Examples describe the preparation of the b -C16 and b C-19-ether-acetals wherein the alkoxy groups are methoxy, ethoxy or n-butoxy and the hydrolysis of the b -C19 acetals. The b -C16 aldehyde may be prepared as described in Specification 753,552, using a tri-(lower)-alkyl ester of an ortho alkanoic acid and a vinyl-(lower)-alkyl ether in the condensation stage. Propenyl-methyl ether and propenyl-n-butyl ether are prepared by catalytic dealcoholation of propionaldehyde dimethyl or di-n-butyl acetal at about 290 DEG C. in presence of clay chips and potassium bisulphate. |
| priorityDate | 1953-07-01-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 64.