http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1207619-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_d202e9e866984fe229f6facc38f1d740 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D311-76 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D309-10 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D313-00 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D309-10 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D311-76 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D313-00 |
| filingDate | 1968-09-09-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_d2c5b126894557943d2e981292f1e836 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_c06e13145d3d0f3b03404342c4c816fb |
| publicationDate | 1970-10-07-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-1207619-A |
| titleOfInvention | Preparation of zearalenone and novel intermediates |
| abstract | 1,207,619. Zearalenones; pyrans. MERCK & CO. Inc. 9 Sept., 1968 [13 Sept., 19671, No. 42742/68. Heading C2C. Novel compounds of the formula wherein R is a C 1-6 alkyl, aryl, aralkyl or C 1-6 alkanoyl radical, are prepared by condensing a required 3,5 - disubstituted homophthalic anhydride with 4 - (2<SP>1</SP> - methoxy - 6<SP>1 </SP> - methyl tetrahydro - pyran - 2 - yl) - butyraldehyde followed by acidification; (Œ) zearalenones disubstituted in the 2 - and 4 - positions as above are prepared by heating the novel compounds under an inert atmosphere to prepare the corresponding 2 - (10<SP>1</SP>- hydroxy - 6<SP>1</SP> - oxo - 1<SP>1</SP> - undecenyl) - 4,6 - di - substituted - benzoic acid, followed by cyclization with trifluoroacetic anhydride; and (Œ) zearalenone is formed by cleavage of the groups at the 2 - and 4 - positions with boron tribromide. In addition, (Œ) zearalenone 4 - substituted as above may be prepared by treating the 2,4 - disubstituted zearalenone with boron trichloride. 4 - (2<SP>1 </SP>- methoxy - 6<SP>1</SP> - methyl tetrahydro - pyran - 2 - yl) - butyraldehyde may be obtained by firstly cyclizing 4 - acetyl - butyric acid with sodium borohydride to give 5 - hydroxy - # - hexanolactone, allowed by treatment with 4 - pentenyl magnesium bromide to give 2 - (pent - 4<SP>1</SP> - enyl) - 6 - methyl - 5,6, - dihydro - 4H - pyran, (10 - hydroxy - 1 - undecen 6 - one is formed as a by-product), addition of 1% HCI - methanol solution yields 2 - (pent - 41 - enyl) - 2 - methoxy - 6 - methyl tetrahydropyran, reaction with 3% ozone at about -65‹ C., followed by hydrogenation yields the required aldehyde. |
| priorityDate | 1967-09-13-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 39.