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filingDate 1957-07-08-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1960-03-09-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-830052-A
titleOfInvention Improvements in or relating to the chloroalkylation of aromatic organic compounds
abstract Aromatic compounds are chloralkylated with hydrogen chloride and formaldehyde or acetaldehyde or their polymers at about 50-90 DEG C., the process being carried out in the presence of at least 30% by weight of hydrogen chloride based upon the aqueous phase of the reaction mixture. The reaction mixture may be saturated with hydrogen chloride by cooling after a predetermined relatively short reaction time, saturated with hydrogen chloride at normal temperature or below, again heated to about 60-70 DEG C., and repeating these operations several times. The reaction mixture may be heated both externally and internally such as with heated rods, and the hydrogen chloride saturation or the total reaction may be carried out under increased pressure, e.g. 4-20 atmospheres or more. Alternatively, the whole or part of the reaction mixture may be withdrawn from the reactor continuously, or from time to time, then being cooled and saturated with hydrogen chloride, before being returned to the reactor. The process of the invention is preferably carried out by continuously supplying a reactor with fresh starting material and aldehyde, whilst the corresponding part of the reaction mixture is withdrawn and supplied to a collector, in which the aqueous phase is separated from the organic phase. Alternatively, the aqueous phase may be withdrawn as such, saturated with hydrogen chloride, and returned to the reactor. The product can be subjected to a separate second or third chloroalkylation, and the apparatus for such steps may be connected with the first or other chloroalkylation apparatus, and usually it is not necessary to add further aldehyde for the second or third chloroalkylations. Aldehydes specified are monomers and polymers of formaldehyde, acetaldehyde or paraldehyde. A catalyst such as zinc chloride, or arsenic oxide may also be present. Starting materials specified are benzene, toluene, xylenes, ethylbenzene, propylbenzene, cumene, pseudocumene, mesitylene, durene, isodurene, prehnitene, p-cymene, n-butylbenzene, tert.-amylbenzene p-tert.-butyl toluene, 1,3-dimethyl - 5 - tert. - butylbenzene, 1,3,5 - triethylbenzene, 1,3,5 - triisopropyl - benzene, cyclohexylbenzene, diphenyl, hydrindene, naphthalene, a -methylnaphthalene, b -methylnaphthalene, tetrahydronaphthalene, acenaphthene, anthracene, phenanthrene, 1,2-benzanthracene, benzylchloride, benzylbromide, phenol, o-cresol, p-cresol, o-, m- and p-nitrophenols, salicylic acid, m- and p-hydroxybenzoic acid, n-butylphenylether, methylmesitylether, hydroquinonedimethyl ether, anisole, phenylether, methylphenylthioether, methyl p-tolyl thioether, salicaldehyde, anisaldehyde, 2,4-dimethylacetophenone, acetomesitylene, benzoylmesitylene and 2,4,6-triethylacetophenone, and halogen derivatives thereof. Examples are given of the chloralkylation of toluene by the process of the invention and also of a known process for the purpose of comparison. Specification 786,382 is referred to.
priorityDate 1957-05-02-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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