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filingDate 1949-09-21-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1953-03-18-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-689095-A
titleOfInvention Manufacture of 2:4:4-trimethyl pentanal
abstract 2,4,4-Trimethyl-pentanal is obtained by the isomerization of 1 : 2-epoxy-2 : 4 : 4-trimethylpentane by bringing the latter into intimate contact with a strong acid to form a two-phase mixture, said acid having a volume/volume concentration in the acid phase of between 25 and 100 per cent, while maintaining the temperature in the reaction mixture at below 40 DEG C. Specified acids are aqueous sulphuric acid, phosphoric acid, and para-toluene sulphonic acid. An organic solvent for the epoxide may be present provided it does not dissolve the aqueous acid and is not attacked thereby. Specified solvents are hydrocarbons, e.g. paraffins, olefines, aromatic hydrocarbons, naphthenes; halogenated hydrocarbons such as chloroform and carbon tetrachloride, and liquid ethers. The acid may be suspended in the solvent and the epoxide added, or the acid may be added to the solution of the epoxide in the solvent. Alternatively a solution of the epoxide may be added to the agitated mixture of acid and solvent or a mixture of the acid and solvent added to the epoxide solution. The process may be carried out batchwise or in a continuous manner and instead of using purified or concentrated epoxytrimethyl pentane the crude oxidate resulting from the oxidation of di-isobutene in the liquid phase by means of free oxygen containing gases, as described in Specification 682,067, may be used. In examples, the isomerization is effected by: (1) adding a benzene solution of a fraction containing 90 per cent of the epoxide to 50 per cent volume/volume aqueous sulphuric acid, the mixture being maintained at 30 DEG C. by cooling; (2) mixing a solution of the epoxide in cyclohexane with 100 per cent phosphoric acid; (3) adding dry powdered p-toluene sulphonic acid to a solution of the epoxide in cyclohexane; (4) adding a fraction containing 90 per cent of the epoxide to 50 per cent volume/volume aqueous sulphuric acid; (5) adding a solution of the epoxide in cyclohexane at the bottom of a packed column cooled to about 30 DEG C. whilst fresh 50 per cent aqueous (volume/volume) sulphuric acid is introduced at the top of the column; (6) running a crude oxidate containing the epoxide and unreacted di-isobutene into 50 per cent aqueous sulphuric acid, the upper phase is then distilled to give an unchanged diisobutene, a small amount of methyl neopentyl ketone and finally 2 : 4 : 4-trimethyl pentanal.
priorityDate 1949-09-21-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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