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classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C205-22
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D307-79
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D307-86
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filingDate 1966-02-28-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1969-01-15-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1140358-A
titleOfInvention Process for the preparation of 2,3-dihydro-2,2-dimethyl-7-benzofuranol
abstract 1,140,358. 2,3 - Dihydro - 2,2 - dimethyl- 7-benzofuranol. FMC CORP. 28 Feb., 1966 [1 March, 1965 (2)], No. 8602/66. Heading C2C. 2,3 - Dihydro - 2,2 - dimethyl - 7 - benzofuranol is prepared by (a) heating o-nitrophenol with a methallyl halide in the presence of an acid acceptor to form 1-methallyloxy-2- nitrobenzene, (b) rearranging the latter by heating at 150-200‹ C. to an isomer which is 2 - nitro - 6 - methallylphenol or 2 - nitro- 6-isobutenyl-phenol, (c) cyclizing said isomers by heating in the presence of an acid catalyst to 2,3 - dihydro - 2,2 - dimethyl - 7 - nitrobenzofuran, (d) reducing this nitrobenzofuran to 7 - amino - 2,3 - dihydro - 2,2 - dimethylbenzofuran, (e) diazotizing this amine with sodium nitrite in the presence of a mineral acid to the corresponding diazonium salt, and (f) hydrolysing the diazonium salt by heating with water to 2,3 - dihydro - 2,2 - dimethyl - 7 - benzofuranol. It is preferred to use methallyl chloride in step (a). Steps (a) and (b) may be effected simultaneously. Suitable acid catalysts for step (c) are ferric and magnesium chlorides. The reduction step (d) may be effected by catalytic hydrogenation, e.g. using a Pd/ charcoal catalyst.
priorityDate 1965-03-01-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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