摘要 |
1,162,527. Oxidation of olefines. CINCINNATI MILLING MACHINE CO. 18 Nov., 1966 [23 Nov., 1965; 20 Oct., 1966], No. 51727/66. Heading C2C. Production of aldehydes or ketones by intimately contacting an olefinic compound with less than an equimolecular amount of an aqueous acidic thallium (III) salt solution and recovering the resultant aldehyde or ketone. Specified olefinic compounds include olefinic hydrocarbons, alicyclic olefines, aryl-substituted olefines, indene, dihydronaphthalenes, safrole (3,4 - dioxymethyleneallylbenzene), ), anethole (p - methoxyisoallylbenzene), p - methoxystyrene and m-chlorostyrene. Examples of suitable thallium salts, which have a solubility of at least 4 groups of salt per 100 gms. of solution in both their oxidation states are the sulphate, nitrate and fluoroborate. The process may be carried out batchwise or continuously at normal temperature by stirring the olefin with from 10 to 90% less than the equimolar amount of the acidic aqueous thallium salt solution, extracting the aqueous phase with fresh olefinic compound, isolating the desired product in conventional manner and, if desired, recycling the recovered olefine to the oxidation step. The preparation of phenylacetaldehyde, benzyl methyl ketone, 2 - hexanone, formyl - cyclopentane, 2 - and 3 - hexanone, p - methoxyhydratropaldehyde, p - chlorophenyl - acetone and p - nitrophenyl - acetone from styrene, α- methylstyrene, 1 - hexene, cyclohexene, 2- hexene, anethol (p - methoxy - # - methylstyrene), p - chloro - α - methylstyrene and pnitro - α - methylstyrene respectively is described. |