http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-2158193-B1

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assignee http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_333c51b9dae0166cf6cb26b7d623f616
classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D333-08
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D333-08
filingDate 2008-05-27-04:00^^<http://www.w3.org/2001/XMLSchema#date>
grantDate 2012-08-08-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_6daf0719374bcbe298afecb2779eb821
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_69bda033ef4f55ad034381d3f6da2bc4
publicationDate 2012-08-08-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber EP-2158193-B1
titleOfInvention Method for the production of alkyl-substituted thiophenes
abstract The invention relates to a method for the production of substituted heteroaromates of the general formula (I), where X denotes oxygen, sulfur, or NR5 where R5 indicates hydrogen, C1-C20 alkyl or C5-C6 aryl and R4 indicates C1-C20 alkyl, C5-C6 aryl or heteroaryl, R1, R2, and R3 denote hydrogen, halogen, C1-C20 alkyl, C5-C6 aryl or heteroaryl, by conversion A) of a halogenated heteroaromate of the general formula (II), where X denotes the meaning stated for formula (I), and R6 denotes bromine, iodine, or chlorine, and R1, R2, and R3 have the meaning stated for formula (I), with a Grignard reagent of the general formula (III), where R4 has the meaning stated for formula (I), and Hal is bromine, iodine, or chlorine, or B) by conversion of the halogenated heteroaromate of the formula (II) with magnesium, initially to a Grignard compound of the general formula (IIIa), where Hal is bromine, iodine, or chlorine, and X and R1, R2, and R3 have the meaning stated for formula (I), and further conversion using a halogenated compound of the general formula (IV), where R4 has the meaning stated for formula (I), and Hal is bromine, iodine, or chlorine, the conversions A) or B) each being carried out in the presence of a Ni or Pd catalyst, characterized in that the method is carried out in the presence of cycloalkyl alkyl ether as the solvent, and possibly a further solvent. The invention further describes the use of cycloalkyl alkyl ether, particularly cyclopentyl methyl ether, in the Kumada reaction for the production of substituted heteroaromates, particularly of substituted thiophenes.
priorityDate 2007-06-09-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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