- Preparation method 3 - methyl -4 - isopropylphenol (by machine translation)
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The invention discloses a preparation method of 3 - methyl -4 - isopropyl phenol, and belongs to the technical field of organic synthesis. The method comprises the following steps: (1) reacting m-cresol with a base under 5 - 20 °C conditions in water; (2) separating the intermediate A and the triphosgene in an organic solvent A, and separating the organic phase to obtain the intermediate C; (20 - 50 °C) the intermediate C is obtained by hydrolyzing the intermediate C in an organic solvent B under 3 conditions and separating the organic phase to obtain an intermediate C; (5 - 15 °C) the intermediate C is obtained by hydrolyzing the intermediate C in an organic solvent B in an organic solvent B in an organic 50 - 90 °C. solvent B in an organic solvent B and in an organic solvent B. The reaction is complete. 97% 4. The intermediate C is obtained by hydrolyzing the 70% intermediate C in an organic solvent B in an organic solvent B in an organic solvent B. (by machine translation)
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Paragraph 0039-0050
(2020/10/04)
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- METHOD FOR PRODUCING ALKYLPHENOLS
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PROBLEM TO BE SOLVED: To provide an economically excellent and industrially advantageous method for producing 6-tert-butyl-4-isopropyl-3-methylphenol and 4-isopropyl-3-methylphenol. SOLUTION: The method for producing 6-tert-butyl-4-isopropyl-3-methylphenol by isopropylation of 6-tert-butyl-3-methylphenol is characterized by using an isopropylating agent in an amount of 1.0 mol equivalent or more based on 6-tert-butyl-3-methylphenol. The method for producing 4-isopropyl-3-methylphenol comprises subjecting 6-tert-butyl-4-isopropyl-3-methylphenol produced by the above-mentioned production method to debutylation. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT
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Paragraph 0053-0057; 0060-0094
(2019/12/05)
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- Selective alkylation of m-cresol with isopropyl alcohol under solvent-free conditions
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The outcome of the solvent free alkylation of m-cresol with isopropyl alcohol over strong acid resin catalyst has been investigated under microwave irradiation as well as conventional heating. The various reaction parameters like catalyst amount, mole rat
- Teodorescu, Florina,Enache, Adrian,Sandulescu, Madalina
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- PRODUCTION METHOD OF DIALKYLPHENOL
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PROBLEM TO BE SOLVED: To provide a method of producing a dialkylphenol safely in a high yield which causes a reaction to proceed under relatively low temperature and pressure conditions. SOLUTION: A method of producing a dialkylphenol comprises reacting m-cresol with an organic acid isopropyl ester, such as isopropyl acetate, in the presence of a zeolite type catalyst, especially β-type zeolite catalyst at a reaction pressure of about 0-1.0 MPa and a reaction temperature of about 180-200°C to obtain a dialkylphenol, such as 4-isopropyl-3-methylphenol or thymol. COPYRIGHT: (C)2016,JPOandINPIT
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Paragraph 0028; 0029
(2016/12/07)
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- Improving carbon retention in biomass conversion by alkylation of phenolics with small oxygenates
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Alkylation of phenolics with alcohols is an efficient way to retain carbon from small oxygenates in the liquid products of pyrolysis bio-oil. In this contribution, we have investigated the alkylation of m-cresol with several alkylating agents over H-Beta zeolite. The alkylation activity follows the sequence 2-propanol > propylene > 1-propanol. In all cases, propylene is the actual alkylation agent since the alcohols dehydrate at a faster rate than the rate of alkylation. A two-stage process is proposed to convert fractions of bio-oil rich in small aldehydes and ketones together with phenolics. In the first stage, aldehydes and ketones are selectively hydrogenated to alcohols. In the second stage, the resulting alcohols alkylate the phenolic compounds and get incorporated into the upgraded liquid. To illustrate this concept, two consecutive catalyst beds have been used. The first bed contains a metal catalyst for the selective hydrogenation. Among several catalysts investigated, Cu/SiO2 and Pt-Fe/SiO2 were found to exhibit good selectivity to hydrogenate the aldehyde and ketone, respectively, while preserving the aromatic ring of the phenolic compound. The second bed contains an H-Beta zeolite for the alkylation stage.
- Nie, Lei,Resasco, Daniel E.
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- Chloroindate(iii) ionic liquids as catalysts for alkylation of phenols and catechol with alkenes
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Chloroindate(iii) ionic liquids are shown to be versatile catalysts for the alkylation of phenols with alkenes, giving high conversions to alkylated phenols with high selectivities.
- Gunaratne, H. Q. Nimal,Lotz, Tobias J.,Seddon, Kenneth R.
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scheme or table
p. 1821 - 1824
(2011/01/07)
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- Zirconia-modified superacid UDCaT-5: An efficient and versatile catalyst for alkylation reactions under solvent-free conditions
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UDCaT-5, a modified version of zirconia, efficiently catalyzes alkylation of phenols with alcohols under environmentally safe, heterogeneous reaction conditions with high selectivity and in excellent yields. The high content present in UDCaT-5 with preservation of tetragonal phase of zirconia was responsible for the superactivity. Several phenolic compounds carrying either electron-sulfer releasing or electron-withdrawing substituents in the ortho, meta, and para positions afforded high yields of the products. Copyright Taylor & Francis Group, LLC.
- Yadav, Ganapati D.,Pathre, Ganesh S.
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p. 2684 - 2691
(2008/12/22)
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- ALKYLATION OF HYDROXYARENES WITH OLEFINS, ALCOHOLS AND ETHERS IN IONIC LIQUIDS
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Hydroxyarenes are alkylated using an ionic liquid catalyst system with olefins, alcohols, or ethers as alkylating agents. The ionic liquid catalyst system comprises chloroindate (III) anions. The reactions may be conducted at moderate temperatures and pressures to yield commercially relevant alkylated hydroxyarene compounds.
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Page/Page column 20-21
(2008/06/13)
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- ISOPROPYLMETHYLPHENOL GLYCOSIDE
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PROBLEM TO BE SOLVED: To provide an isopropylmethylphenol derivative exhibiting excellent antibacterial actions, antioxidation actions, scalp dandruff and itching-preventing actions, pimple symptom-ameliorating actions and carious tooth and periodontal disease-preventing actions, and a skin care preparation for external uses and a hair cosmetic containing the same. SOLUTION: The isopropylmethylphenol glycoside is represented by formula (1) (wherein R is a residue of a sugar selected from the group consisting of glucose, xylose and maltose). The skin care preparation for external uses and the hair cosmetic contain the isopropylmethylphenol glycoside.
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Page/Page column 5
(2008/06/13)
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- Supercritical hydrogenation and acid-catalysed reactions "without gases"
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The high temperature catalytic decomposition of HCO2H and HCO2Et are used to generate the high pressure H2 and the supercritical fluids needed for micro-scale hydrogenation of organic compounds; our approach overcomes the problems and limitations of handling high pressure gases on a small-scale and opens the way to the widespread use of continuous supercritical reactions in the laboratory.
- Hyde, Jason M.,Poliakoff, Martyn
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p. 1482 - 1483
(2007/10/03)
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- 2DCOR-GC: An application of the generalized two-dimensional correlation analysis as a route to optimization of continuous flow supercritical fluid reactions
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A new approach for optimization and monitoring of continuous reactions has been developed using 2D correlation methods for the analysis of GC data (2DCOR-GC). 2DCOR-GC maps are obtained following perturbation of the system that allow the effect of changing reaction parameters such as time, temperature, pressure, or concentration to be both monitored and sequenced with regard to changes in the raw GC data. In this paper, we describe the application of the 2DCOR-GC technique to monitoring the reverse water-gas shift reaction in scCO2. 2DCOR-GC is combined with FT-IR data to validate the methodology. We also report the application of 2DCOR-GC to probe the mechanism of the alkylation of m-cresol with isopropyl alcohol in scCO2 using Nafion SAC-13 as the catalyst. These results identify coeluting peaks that could easily be missed without exhaustive method development.
- Hyde, Jason R.,Bourne, Richard A.,Noda, Isao,Stephenson, Phil,Poliakoff, Martyn
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p. 6197 - 6206
(2007/10/03)
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- A novel route to produce thymol by vapor phase reaction of m-cresol with isopropyl acetate over Al-MCM-41 molecular sieves
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Mesoporous Al-MCM-41 (Si/Al = 55 and 104) and Al,Zn-MCM-41 (Si/(Al+Zn)=52) molecular sieves were synthesized hydrothermally. The materials were characterized by XRD, TGA, TPD (pyridine), ICP-AES, nitrogen sorption, and FT-IR techniques. The catalytic performance of these materials was examined in the vapor phase alkylation of m-cresol with isopropyl acetate. The products obtained were thymol, isothymol, 2-isopropyl-5-methylphenyl acetate (2-I-5-MPA), and isopropyl-3-methylphenyl ether (I-3-MPE). The time-on-stream study was carried out over Al-MCM-41(55) at 300°C and WHSV 1.52 h-1 wherein optimum conversion of m-cresol and selectivity to thymol were obtained. The dependence of activity and selectivity on the acid sites and hydrophobic and hydrophilic properties of the catalysts is discussed.
- Shanmugapriya,Palanichamy,Arabindoo, Banumathi,Murugesan
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p. 347 - 357
(2007/10/03)
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- Alkylation of phenol and m-cresol over zeolites
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The alkylation of phenols and phenol derivatives such as m-cresol are important reactions in a sequence of syntheses for the production of many important fine chemicals. Specifically it is of great importance to develop catalysts and processes, which are able to selectively produce one or other particular isomer or derivative. This paper presents results of an investigation into the alkylation of phenol and m-cresol, respectively, using methanol in the former case and propene in the latter. The catalysts of choice were H-ZSM-5 and H-MCM-22. In the case of phenol methylation it was found that controlling diffusivity by increasing crystal size was most conducive to the formation of p-cresol. H-MCM-22 showed a high selectivity to p-cresol. In the case of m-cresol propylation the selectivity over H-ZSM-5 to thymol was greater than 90% at conversions of around 50%, and 80% at conversions of around 85%. This high selectivity to thymol was considerably greater than reported in previous papers. In both systems mild reaction temperature and pressure conditions were desirable so as to minimize the formation of oligomeric products of methanol (via dimethyl ether) and propene, which could cause deactivation of the zeolite.
- O'Connor, Cyril T.,Moon, Gillian,Boehringer, Walter,Fletcher, Jack C. Q.
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p. 1949 - 1968
(2007/10/03)
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- Lewis Acids Catalysed Fries Rearrangement of Isopropylcresol Esters
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In the course of the Fries rearrangement, aluminium chloride frequently induces migration or elimination of alkyl groups.The results obtained with titanium tetrachloride for the synthesis of vicinal o-hydroxyketones are compared with those obtained with aluminium chloride for some aliphatic and aromatic esters of isopropylcresols.In order to understand the migration and elimination processes occurring, the stabilities of the o-hydroxyketones are studied in the presence of aluminium chloride at different temperatures.Furthermore, all-vicinal o-hydroxyketones were prepared by the Fries rearrangement of 6-tert-butyl-p-thymol with titanium tetrachloride.
- Martin, Robert,Demerseman, Pierre
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p. 227 - 236
(2007/10/02)
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