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Outgoing Links

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assignee http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_84d9adaa7e7ce01ce8020f5c721aba10
classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D311-46
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D311-46
filingDate 1951-09-12-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1954-03-10-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-705316-A
titleOfInvention Improvements in or relating to the production of coumarins
abstract 4-Hydroxy coumarins are prepared by heating an ortho-hydroxy lower alkyl phenyl ketone, particularly ortho-hydroxy acetophenone with an organic carbonate of general formula CO (OR)2, in which R is an alkyl group of not more than four carbon atoms or an aralkyl group of not more than eleven carbon atoms, particularly diethyl carbonate, the reaction being conducted in the presence of an alkali metal hydride, especially sodium hydride. Excess of the di-lower alkyl carbonate or a hydrocarbon of b.p >100 DEG C. such as toluene, mesitylene, n-octane or n-decane is used as a solvent, and the hydroxy coumarin is isolated by acidification of the reaction mixture. In example (1) ortho hydroxy-acetophenone and diethyl carbonate are added to a heated, stirred suspension of sodium hydride in diethyl carbonate, when the ethanol formed distils out. The remaining slurry is treated with water, the aqueous layer separated and acidified when 4-hydroxy coumarin is precipitated. (2) The first example is repeated, but toluene is used as the solvent for the reaction.
priorityDate 1951-01-24-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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