http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-0294774-A2
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_0efa077d881a96aeb1e29b21ef1bbb58 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07F9-4015 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C69-653 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C69-65 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07F9-40 |
filingDate | 1988-06-08-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_24d64795934c39e31b4f7b0a6b29b35a http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_cad21b912f9f61a9b548fedbd380d08a http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_cede33e1f55b9866b087345fda16e221 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_8939740349175d4786c3e8dc9fb4be77 |
publicationDate | 1988-12-14-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | EP-0294774-A2 |
titleOfInvention | Process for the preparation of gamma-halogen tiglinic acid alkylesters and their subsequent processing to 0,0-dialkyl-gamma-phosphono-alkyl tiglinic acid alkyl esters |
abstract | a) die entsprechenden 2-Methyl-3-buten-säureester der allgemeinen Formel IIn in Abwesenheit eines Lösungsmittels mit Chlor oder Brom umsetzt und b) die dabei erhaltenen 2-Methyl-3,4-dihalogen-buttersäureester der allgemeinen Formel IIIn durch Umsetzen mit der Lösung eines Alkalimetallhydroxids in dem Alkohol R²OH, worin R² die oben angegebene Bedeutung hat, oder einem Gemisch aus Wasser und dem Alkohol R²OH dehydrohalogeniert, sowie deren Weiterverarbeitung zu 0,0-Dialkyl-γ-phosphono-tiglinsäureestern der allgemeinen Formel IVn in der R¹ für Alkyl mit 1 bis 4 C-Atomen und R² für Alkyl mit 1 bis 3 C-Atomen, vorzugsweise Ethyl steht,durch Umsetzen mit Phosphorigsäuretrialkylestern und thermische Isomerisierung. Das Verfahren liefert für die Polyenchemie äußerst interessante C₅-Bausteine in sehr guten Ausbeuten und im wesentlichen in form der benötigten E-Isomeren. Process for the preparation of γ-halogen-tiglinic acid alkyl esters of the general formula I in which X stands for Cl or Br and R² stands for an alkyl group with 1 to 3 carbon atoms, with a high proportion of E isomers, which is characterized in that a) the corresponding 2-methyl-3-butenoic acid ester of the general formula II reacted with chlorine or bromine in the absence of a solvent and b) the 2-methyl-3,4-dihalobutyric acid esters of the general formula III obtained by reacting with the solution of an alkali metal hydroxide in the alcohol R²OH, in which R² has the meaning given above, or a mixture of water and the alcohol R²OH dehydrohalogenated, and their further processing to give 0.0-dialkyl-γ-phosphonotiglinic acid esters of the general formula IV in which R¹ is alkyl having 1 to 4 carbon atoms and R² is alkyl having 1 to 3 carbon atoms, preferably ethyl, by reaction with trialkyl phosphates and thermal isomerization. The process provides extremely interesting C₅ building blocks for polyene chemistry in very good yields and essentially in the form of the required E isomers. |
isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-5717128-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-0673945-A1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-0705840-A1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/CN-1080266-C |
priorityDate | 1987-06-12-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 73.