2084-69-7Relevant articles and documents
Hexamethyltetralin Preparations Effect of Methyltrioctylammonium Chloride on Solvent/Olefin Interdependency
Frank, Walter C.,Miller, Donna M.
, p. 125 - 129 (1993)
The use of quaternary ammonium salts as co-catalysts in the AlCl3 catalyzed cyclialkylation of p-cymene, 2-chloro-2methylpropane, and 3, 3-dimethylbutene-1 is reported.The addition of co-catalyst, in solvents which normally give low yields of 1,1,3,4,4,6-hexamethyl-1,2,3,4-tetrahydronaphthalene with 3,3-dimethylbutene-1, improves product yields, comparable with the best published 3,3-dimethylbutene-1 methodology.Addition of co-catalyst permits the use of more environmentally acceptable solvent systems than those in existing syntheses of the desired tetralin.The yield improvement is rationalized on the basis of improved reaction homogeneity, facile cleavage of Al2Cl6 by Cl- ion, and increased effective solvent polarity, promoted by addition of the quaternary ammonium salt co-catalysts.Addition of quat co-catalysts to 3,3-dimethylbutene-1 based cyclialkylation systems did not increase rate, catalyst homogeneity or yield relative to a control (dichloromethane solvent).This suggests that the chlorinated hydrocarbon solvents normally used in this technology provide functions similar to that of quats in 2,3-dimethylbutene-1 based technology.These functions include the abilities to enhance AlCl3 solubility, increase the polarity of the reaction medium, and provide facile scission of Al2Cl6 to a more active catalytic species.In reactions where 2,3-dimethylbutene-1 is substituted for 3,3-dimethylbutene-1, addition of co-catalyst improves reaction rate, catalyst homogeneity, and yield reproducibility in non-polar solvents when compared to the best published, 2,3-dimethylbutene-1 methodology.
Synthesis method of 1, 1, 3, 5-tetramethyl-3-isopropyl hydrindene
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Paragraph 0022-0024; 0027-0028; 0031-0032, (2020/02/14)
The invention relates to a synthetic method of 1, 1, 3, 5-tetramethyl-3-isopropyl hydrindene. The synthetic method specifically comprises the following steps: S1, uniformly mixing p-cymene, chlorotert-butane and 2, 3-dimethyl-1-butene, dropwise adding an obtained mixed solution into a reaction kettle filled with cyclohexane and aluminum trichloride, stirring for reaction, washing with water and alkali for elution, and rectifying to remove p-cymene, so as to obtain a 1, 1, 3, 4, 4, 6-hexamethyltetrahydronaphthalene crude product; S2, transferring the 1, 1, 3, 4, 4, 6-hexamethyl tetrahydronaphthalene crude product obtained in the step S1 into an isomerization kettle, then adding dichloroethane and aluminum trichloride, and carrying out stirring, heating and reflux reaction; S3, washing a product obtained after the isomerization reaction with water and alkali until the product is neutral, desolventizing to remove dichloroethane, transferring an obtained desolventized 1, 1, 3, 5-tetramethyl-3-isopropyl hydrindene crude product into a crystallization kettle, adding a crystallization solvent, and recrystallizing for multiple times to obtain the 1, 1, 3, 5-tetramethyl-3-isopropyl hydrindene. According to the synthetic method of the 1, 1, 3, 5-tetramethyl-3-isopropyl hydrindene, provided by the invention, the yield of a target product is improved, and the purification difficulty is reduced.
HMT continuous synthesis apparatus and method
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Paragraph 0035; 0036, (2016/10/10)
The present invention provides an HMT continuous synthesis apparatus and method. The method comprises: taking p-cymene, 2,3-dimethyl-1-butylene, tert-butylchloride cyclohexane as raw materials to prepare a liquid mixture; stirring the mixture uniformly and then placing the mixture into a tubular reactor containing aluminium trichloride; obtaining an HMT reaction liquid in the tubular reactor; carrying out heat insulation while stirring in a transfer kettle and then overflowing the liquid into a hydrolysis kettle; after water washing and alkaline washing, obtaining an HMT crude product by rectification; and obtaining HMT with high purity degree by recrystallization. According to the method provided by the present invention, the process safety is good, the reaction conditions are easy to control, and the product quality is stable, so that HMT continuous large-scale production can be achieved.