- Method for preparing hydrocarbyl phenol by catalytic conversion of phenolic compound in presence of molybdenum-based catalyst
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The invention discloses a method for preparing hydrocarbyl phenol by catalytic conversion of a phenolic compound in the presence of a molybdenum-based catalyst. The method comprises mixing a phenoliccompound, a molybdenum-based catalyst and a reaction solvent, adding the mixture into a sealed reactor, feeding gas into the reactor, heating the mixture to 150-350 DEG C, carrying out stirring for areaction for 0.5-2h, then filtering to remove a solid catalyst and carrying out rotary evaporateion to obtain a liquid product. The phenolic compound has a wide source, a cost is low, product alkyl phenol selectivity is high, an added value is high, alcohol or an alcohol-water mixture is used as a reaction solvent, environmental friendliness is realized, pollution is avoided, any inorganic acids and alkalis are avoided in the reaction process, the common environmental pollution problems in the biomass processing technology are solved, the reaction conditions are mild, the process can be carried out at a low temperature, high-efficiency conversion of the reactants can be realized without consuming hydrogen gas and the method is suitable for large-scale industrial trial production.
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Paragraph 0042-0043; 0070
(2018/04/02)
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- High ortho preference in Ni-catalyzed cross-coupling of halophenols with alkyl Grignard reagents
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(Chemical Equation Presented) High preference of substitution at the position ortho to the hydroxy group was observed for Ni-catalyzed cross-coupling reactions of dihalophenols with alkyl Grignard reagents. Reactions of 2,4-dihalophenols, with various com
- Wang, Jia-Rui,Manabe, Kei
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supporting information; experimental part
p. 741 - 744
(2009/08/07)
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- On the Mechanism of the Oxidation of Toluenes in Artificial P450 Model Systems: Formation of Benzyl Alcohols, Benzaldehydes and Phenols
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Systems with pentafluoroiodosylbenzene (PFIB) and hemin (FeTPPCl8Cl) in dichloromethane were adopted to study the activities of the model system using toluenes as substrates for P450 enzymes. The oxidation products were mainly corresponding benzyl alcohols and benzaldehydes. Previously reported suspension systems were extended to homogeneous mixed solution systems of CH2Cl2/CH3OH/H2O to study the oxidation of benzyl alcohols to the corresponding benzaldehydes: the Hammett relation with ρ = -0.86 against ?+. As benzaldehydes were scarcely observed in natural P450 systems, the formation of benzaldehyde seemed characteristic only of the "open" model systems. In suspension systems, the product ratios between corresponding benzaldehydes and benzyl alcohols (ald/alc) were about 0.1-0.4, specific to the substituents and conditions applied. Curiously, the ratios (ald/alc) increased with the electronegativity of the substituents on the phenyl rings of the toluene derivatives. Time course experiments in suspension systems indicated that benzyl alcohols and benzaldehydes were formed not stepwise, but simultaneously from toluene. Separate experiments indicated that the reaction of benzyl alcohol to benzaldehyde was four-fold faster than that of toluene to benzyl alcohol. The rate was not enough to elucidate the amount of benzaldehyde. We suggest that the benzyl radical is formed by hydrogen abstraction and is attacked by the second oxidant, PFIB. Rebounding of the hydroxyl radical and the reaction with the oxidant were competitive depending on the conditions. Additionally, small amounts of phenols were formed from toluenes with electron-donating substituents. This was a minor reaction on which the aromatic hydroxylation occurred via epoxidation under the present conditions.
- Nakano, Taku,Kawabata, Sally,Sugihara, Tamami,Agatsuma, Noriko,Kakuda, Hiroko,Mori, Yoshihiro
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p. 2353 - 2360
(2007/10/03)
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- Easy synthesis of 2,4-dialkyl substituted phenols and anisoles from p-benzoquinone
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The reaction of p-benzoquinone (1) with several organolithium compounds (methyl-, ethyl-, n-butyl, phenyllithium) leads directly, after acid hydrolysis, to the corresponding 2,4-dialkylphenols 4a-d, resulting from a rearrangement/aromatization process of the corresponding intermediate diols 3. The use of two different alkyllithium reagents leads to the mixed products 4e f. Alternatively, the same results are obtained treating the crude isolated diols 3 with a catalytic amount of concentrated sulfuric acid. Applying this last methodology to the diethers 2, 2,4-dialkylanisoles 8 are obtained. A possible mechanism is proposed.
- Alonso,Yus
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p. 2709 - 2714
(2007/10/02)
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- Preparation of diphenolics
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A process for the production of diphenolic compounds having a divalent bridge. A first disubstituted phenol is reacted with an aldehyde in the presence of a secondary amine and excess alcohol to form an ether intermediate. The ether intermediate is reacted with a phenol having an open ortho or para position to form a diphenolic.
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