http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-888162-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_47becd0bad1e8c65826be1edac09d306 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C69-587 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C51-14 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C255-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C57-42 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C69-587 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C69-52 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C57-42 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C51-14 |
| filingDate | 1958-10-09-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1962-01-24-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-888162-A |
| titleOfInvention | Preparation of ª--ª-, ª--ª+-unsaturated carboxylic derivatives |
| abstract | The invention comprises a -b ,d -e -unsaturated carboxylic derivatives of formula <FORM:0888162/IV (b)/1> where n is 1 or 2, n1 is 0 or 1, R is H or a C1-20 unsubstituted or substituted aliphatic group and R1 is H or C1-20 aliphatic, hydroxyaliphatic, arylaliphatic or cycloaliphatic group; except that 2,5-heptadienoic and 2,5-octadienoic acids in which the double bond conjugated with the carboxyl group is in the trans-configuration are excluded. They are prepared by reacting an allyl derivative R-[(CH2)n1-CH=CH-CH2Cl]n and acetylene with a solution of nickel carbonyl in R1OH. Temperatures of 0 DEG C.-75 DEG C., generally 25 DEG C.-60 DEG C. may be used. Carbon monoxide may be introduced to renew nickel carbonyl reacted so that it is not necessary to supply stoichiometric amounts of nickel carbonyl. Buffers (e.g. MgCO3, CaCO3, NaH2PO4) or solvents (e.g. acetone, glycol ethers, diethylketone) may be used. Continuous operation with recycling of gases is possible. Preferably excess acetylene is used. The products have the double bond conjugated with the carboxyl group predominantly in the cis-configuration and can be converted to the trans-isomer by heating to about 250 DEG C. The products are stated to be useful as plasticisers. Specific compounds claimed are: 2,5-hexadienoic acid and its methyl, ethyl, isopropyl, benzyl and ethylene glycol esters; 2,5-heptadienoic acid with the double bond conjugated with the carboxyl group in the cisconfiguration; methyl 2,5-heptadienoate; methyl 7 - acetoxy - 2,5 - heptadienoate, 7 - cyano - 2,5 heptadienoic acid and its methyl, isopropyl and cyclohexyl esters; dimethyl 2,5-octadiendioate; and dimethyl tetradeca-2,5,9,12-tetraendioate. Caproic acid, methyl caproate, heptanoic acid, methyl heptanoate, dimethyl suberate and dimethyl tetradecandioate are prepared by catalytic hydrogenation of hexadienoic acid, methyl hexadienoate, heptadienoic acid, methyl heptadienoate, dimethyl octadiendioate and dimethyl tetradecatetraendioate respectively. |
| isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-6015821-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-RE40480-E http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-RE43632-E http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-RE40546-E http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-6555700-B1 |
| priorityDate | 1957-10-10-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 93.