http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1031075-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_966a6c1f382ec9bcb5e3839dfd73e5b8 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C11B9-0019 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C45-27 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C47-19 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C47-263 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C45-515 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C11B9-0007 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C45-673 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C45-62 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C11B9-0065 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C11B9-0061 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C45-292 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C205-57 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C69-16 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C45-29 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C45-29 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C11B9-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C205-57 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C47-263 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C47-19 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C45-51 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C45-67 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C45-27 |
| filingDate | 1963-08-21-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1966-05-25-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-1031075-A |
| titleOfInvention | Novel acetylenic compounds and a process for the manufacture and conversion thereof |
| abstract | The invention comprises acetylenic compounds of the general formula <FORM:1031075/C2/1> in which R1 and R2 each represent a hydrogen atom or the acyl residue of a carboxylic acid, and also 3,7-dimethylocten-(1)-diol-3,7. The novel acetylamic compounds are produced by treating the compound <FORM:1031075/C2/2> with an aqueous mineral acid and, if desired, converting the product into a carboxylic diester. The preferred mineral acid is sulphuric acid but other acids, e.g. phosphonic, nitric or a hydrohalic acid may be used. The compound in which both R1 and R2 represent hydrogen may be converted to 3,7-dimethyl-7-hydroxyoctanal-(1) (hydroxy-citronellal) as follows: (a) it is partially hydrogenated in the presence of a hydrogenation catalyst to produce 3,7-dimethylocten-(1)-diol, 3,7; this diol is then oxidized to 3,7-dimethyl-7-hydroxy-octen-(2)-al-(1) either directly, e.g. by chromic acid or in two stages by first treating the dol with a halogenating agent to give 1-halo-3,7-dimethyl-7-hydroxy-octene-(2) and oxidizing this with nitromic acid; the a ,b -unsaturated hydroxyaldehyde is then hydrogenated, e.g. using palladium on charcoal as catalyst, to give hydroxy-citronellal. An acetylenic diester is converted to hydroxy-citronellal as follows: (a) it is first converted to the corresponding 3,7 - dimethyl - 7 - acyloxy - octen - (2) - al-(1) by re-arranging it, in the presence of a rearrangement catalyst (e.g. silver carbonate, silver acetate, silver trifluoroacetate, silver nitrate, silver fluoroborate, silver perchlorate, copper powder or copper acetate), to the allenic diester 3,7-dimethyl-1,7-diacyloxy-octadiene-(1,2) which is partially saponified; (b) the a ,b -unsaturated monoacyloxy-aldehyde so obtained is catalytically hydrogenated, e.g. in methanoline solution using a palladium on charcoal catalyst to give a mixture of a 3,7-dimethyl - 7 - acyloxy - octanal - (1) and its dimethyl acetal; and (c) completing the acetal conversion and hydrolysing the product first in alkaline medium to give 1,1-dimethoxy-3,7-dimethyl-7-hydroxy-octane and then in acidic medium to give hydroxy-citronellal. |
| isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-4347388-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-3981930-A |
| priorityDate | 1962-08-22-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 69.