7479-28-9Relevant academic research and scientific papers
Method for preparing 2,3,5-trimethylhydroquinone diester
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Paragraph 0013; 0062-0078, (2020/09/30)
The invention discloses a method for preparing 2,3,5-trimethylhydroquinone diester. The method comprises the following steps: carrying out rearrangement reaction on oxoisophorone and acetic anhydrideunder the catalysis of amino acid and polyethylene glyco
Substrate substitution effects in the Fries rearrangement of aryl esters over zeolite catalysts
Bonrath, Werner,Létinois, Ulla,Lin, Ronghe,Medlock, Jonathan,Mitchell, Sharon,Netscher, Thomas,Pérez-Ramírez, Javier,Stemmler, René T.
, p. 4282 - 4292 (2020/07/30)
The catalytic transformation of aryl esters to hydroxyacetophenones via Fries rearrangement over solid acids is of interest to avoid the use of corrosive and toxic Lewis and Br?nsted acids traditionally applied. Microporous zeolites are known to catalyze the reaction of simple substrates such as phenyl acetate, but their application to substituted derivatives has received limited attention. To refine structure-activity relationships, here we examine the impact of various parameters including the solvent polarity, water content, acidic properties, and framework type on the reaction scheme in the Fries rearrangement of p-tolyl acetate over common solid acids. The results confirm the importance of providing a high concentration of accessible Br?nsted acid sites, with beta zeolites exhibiting the best performance. Extension of the substrate scope by substituting methyl groups in multiple positions identifies a framework-dependent effect on the rearrangement chemistry and highlights the potential for the transformation of dimethylphenyl acetates. Kinetic studies show that the major competitive path of cleavage of the ester C-O bond usually occurs in parallel to the Fries rearrangement. The possibility of sequentially acylating the resulting phenol depends on the substrate and reaction conditions.
A 2, 3, 5-trimethyl hydroquinone b phytanate method for the preparation of
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Paragraph 0052; 0053, (2017/05/02)
The invention provides a preparation method of 2,3,5-trimethylhydroquinone dialkyl acid ester. The preparation method comprises the following steps: under catalysis of polymer ionic liquid, carrying out rearrangement and acylation reaction on 2,6,6-trimethyl cyclohexyl-2-ene-1, 4-diketone and an acylating agent to prepare the 2,3,5-trimethylhydroquinone dialkyl acid ester. Compared with the traditional acid catalysis, the process has the advantages of easiness in recovering of the catalyst, environmental friendliness, slight corrosion to equipment, high activity, high selectivity and the like.
Efficient access to (All-rac)-α-Tocopherol acetate by a crombie chromene synthesis
Gembus, Vincent,Sala-Jung, Nathalie,Uguen, Daniel
experimental part, p. 843 - 854 (2009/12/25)
In contrast to reports in the literature, the pyridine-catalysed condensation of phenolic compounds and conjugated aldehydes to chromenes was found to be applicable to trimethylhydroquinone 2a with the result of complementary convergent approaches to the
Spiro derivatives as lipoxygenase inhibitors
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Page/Page column 74-75, (2008/06/13)
The present invention is concerned with certain novel spiro substituted heterocylic ring derivatives. These compounds may be useful in the manufacture of pharmaceutical compositions for treating disorders mediated by lipoxygenases. They may also be useful
PROCESS FOR THE PREPARATION OF 2,3,5-TRIMETHYLHYDROQUINONE DIACYLATES
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Page/Page column 3-5, (2008/06/13)
2,3,5-Trimethyl-1,4-hydroquinone diacylates are obtained by reacting 3,5,5-trimethyl-1,4-benzoquinone with an acylating agent in the presence of methane trisulfonic acid as a catalyst.
PROCESS FOR THE MANUFACTURE OF TRIMETHYLHYDROQUINE DIALKANOATES
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Page/Page column 6, (2008/06/13)
The present invention is directed to a process for the manufacture of a 2,3,5-trimethyl-hydroquinone dialkanoate comprising reacting ketoisophorone with an acylating agent in the presence of an indium salt as the catalyst. Preferred are indium(III) salts such as indium trichloride or indium tris (trifluoromethanesulfonate). Further aspects of the present invention are a process for the manufacture of 2,3,5-tri-methylhydroquinone using 2,3,5-trimethylhydroquinone dialkanoate as the starting mate-rial, especially a process for the manufacture of 2,3,5-trimethylhydroquinone by trans-esterification of 2,3,5-trimethylhydroquinone dialkanoate, as well as a process for the manufacture of a-tocopherol and its alkanoates, especially of (all-rac)-a-tocopherol and its acetate, comprising the reaction of ketoisophorone to 2,3,5-trimethylhydroquinone dialka-noate according to the present invention. Furthermore, the present invention also deals with a process for the manufacture of formulations of a-tocopherol and its alkanoates, es-pecially of formulations of (all-rac)-a-tocopherol and its acetate, comprising the reaction of ketoisophorone to 2,3,5-trimethylhydroquinone dialkanoate according to the present invention.
HYDROQUINONE DIESTER DERIVATIVES AND THE METHOD FOR PRODUCING THE SAME
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, (2008/06/13)
A highly pure hydroquinone dietser derivative can be produced from the reaction product of ketoisophorone with an acylating agent in a high yield by a simple and easy operation. In the presence of an acid catalyst, a cyclohex-2-ene-1,4-dione derivative shown by the following formula (3) was allowed to react with an acylating agent (e.g., acetic anhydride), and the reaction product was purified by crystallization to obtain a hydroquinone diester derivative shown by the following formula (1). The compound (1) contains about 0 to 4% by weight of a catechol diester derivative represented by the following formula (2), being highly pure. As a solvent for crystallization, a mixed solvent of an organic carboxylic acid (e.g., acetic acid) corresponding to the acylating agent and water may be used. In the formulae, R1 and R2 each represents an alkyl group, a cycloalkyl group, an aryl group or a heterocyclic group.
Process for producing hydroquinone diester derivative
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Example 1, (2008/06/13)
A hydroquinone diester derivative represented by the formula (1): wherein R1and R2are the same or different, each representing an alkyl group, a cycloalkyl group, an aryl group, or a heterocyclic group is crystallized from a reaction
Process for preparing trimethylhydroquinone diacetate and trimethylhydroquinone
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Example 2-3, (2008/06/13)
A process for preparing trimethylhydroquinone diacetate, with subsequent hydrolysis to give trimethylhydroquinone, the process including reacting 2,2,6-trimethylcyclohexane-1,4-dione under oxidative conditions, in the presence of a sulfonating agent and a strong acid, and in the presence of an acylating agent.
