http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-653479-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_0235f5aeeff44e5b1733138b721f5c06 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C69-34 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C69-34 |
| filingDate | 1948-08-25-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1951-05-16-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-653479-A |
| titleOfInvention | Improvements in chlorine containing derivatives of dicarboxylic acids |
| abstract | Dehydrobrominated adducts of formula <FORM:0653479/IV (b)/1> where R is alkyl, A is a substituted or unsubstituted hydrocarbon radical free from carbonyl double bonds and nitrile triple bonds conjugated with respect to the ethylenic double bond, B is a group-(CH2)n.H, where n is zero or an integer less than the number of skeletal carbon atoms in radical A, and D is hydrogen or methyl, are prepared by treating a mixture of trichlorobromomethane, a dialkyl ester of fumaric or maleic acid, and an unsaturated compound CDA=CHB either with actinic light or with a peroxidic polymerization catalyst at a temperature at which it decomposes to give free radicals. It is preferred that R is lower alkyl, i.e. having 1-6 carbon atoms, and B is hydrogen; CDA=CHB is then, e.g., butene-1, heptene-1, butadiene, methallyl chloride, allyl alkyl ethers, diallyl, allyl esters of acids, and alkyl esters of vinylacetic acid or undecylenic acid. CDA=CHB may also be hexene-3, pentene-2, and alkyl esters of oleic acid. It is stated that the reaction proceeds via the 1 : 1 : 1-adduct <FORM:0653479/IV (b)/2> and also that the dehydrobrominated product may be formed from this by heating either in the absence or presence of dehydrobrominating agents such as alkali metal alcoholates. In the examples, bromotrichloromethane and dimethyl fumarate are together condensed with (1) octene-1 to give methyl 3-carbomethoxy-4-hexyl - 6 : 6 : 6 - trichlorohexenoate -2, reaction of which with sodium methoxide gives a -(1-carboxy-2-octyl)-fumaric acid; (2) butadiene; (3) styrene to give methyl 3-carbomethoxy-4-phenyl - 6 : 6 : 6 - trichlorohexenoate - 2; (4) allyl chloride to give methyl 3-carbomethoxy-4 - chloromethyl - 6 : 6 : 6 - trichlorohexenoate - 2; and (5) propene. In all cases the products are hydrolysed to the tricarboxylic acids as in (1). The Specification as open to inspection under Sect. 91 comprises also the use of the olefinic compound butene-2, and any bromomethane of formula CBrX2Y, where X is chlorine, bromine or fluorine, and Y is chlorine, fluorine, hydrogen, carbalkoxy or carbonitrile. The reaction is not limited with regard to temperature. This subject-matter does not appear in the Specification as accepted. |
| priorityDate | 1947-10-25-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 60.