http://rdf.ncbi.nlm.nih.gov/pubchem/patent/SE-331837-B

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filingDate 1963-07-08-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_8193f1079b048a22d5c062b8dc963547
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publicationDate 1971-01-18-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber SE-331837-B
abstract <FORM:1027005/C2/1> A process of producing a cycloalkanol and a borate ester thereof and cycloalkanone from the corresponding cycloalkane comprises heating the cycloalkane with molecular oxygen at an elevated temperature in the presence of a boron compound capable of esterifying the cycloalkanol formed and in the presence of a benzene-type compound, e.g. benzene, toluene, or xylene in an amount of from 0.01% to 5% by weight based on the cycloalkane and insufficient to prevent the oxidation, and hydrolysing the borate ester produced to the cyclo-alkanol. An initiator for the oxidation reaction may be introduced into the mixture such as di-tertiary-butyl peroxide, methylethylketone peroxide, tertiary-butyl hydroperoxide, acetaldehyde or cyclohexanone or a mixture of two or more may be used. The cycloalkane may be produced by hydrogenating a benzene-type compound with hydrogen to produce a mixture of cycloalkane with a proportion of unreacted benzene-type compound in the range of 0.01 to 5% by weight based on the cycloalkane. As shown benzene and cyclohexane are introduced into the hydrogenation zone 1 through lines 4 and 5, respectively and a purge stream containing primarily cyclohexane and 0.56% of benzene is recycled to the hydrogenation zone through line 6 hydrogen being introduced into the reactor through line 7. The effluent from the hydrogenation zone consisting substantially of cyclohexane and 0.05% by weight of benzene passes through line 8, is combined with the cyclohexane recycle stream 9, and enters the oxidation reactor 2. The recycle stream 9 and the reactor effluent from line 8 are proportioned so as to result in a cyclohexane feed to the oxidation reaction containing 0.5% by weight of benzene. The oxidation is carried out in the presence of metaboric acid. A stream containing 8% oxygen and 92% nitrogen is introduced into the oxidation reactor through line 10. An effluent is withdrawn from the oxidation reactor 2 through line 11 and passed to a cyclohexane recovery tower 3. The unreacted cyclohexane, containing about 0.56% benzene, is removed through line 9 and recycled as previously indicated. The reaction mixture consisting primarily of borate esters of cyclohexanol is removed through line 12, hydrolysed and cyclohexanol and cyclohexanone are recovered by the process described in Specifications 996,792 and 996,791. Specific examples are given in which a mixture of cyclohexane, metaboric acid and benzene with or without an initiator is oxidized to give cyclohexanol and cyclohexanone and comparisons are shown of the effects of differing amounts of benzene present on the amount of the final products.
priorityDate 1961-11-24-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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