53744-50-6Relevant articles and documents
Synthesis method of p-acetoxystyrene
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Paragraph 0033; 0035, (2021/04/26)
The invention discloses a synthesis method of p-acetoxystyrene, which relates to the field of organic synthesis. The synthesis route of the synthesis method is as follows: 1, adding p-hydroxyacetophenone and an acetylation reagent into a first solvent, and carrying out esterification reaction under an alkaline condition to generate p-acetoxyacetophenone, 2, adding p-acetoxyacetophenone into a second solvent, and reducing the p-acetoxyacetophenone into 4-acetoxyphenyl methyl methanol under the catalysis of a catalyst in a hydrogen atmosphere, and 3, dehydrating the 4-acetoxyphenyl methyl methanol in an alkaline ionic liquid to obtain the p-acetoxystyrene. The method is high in yield, low in three wastes, green and clean, and the recovery cost and the equipment cost are reduced.
Preparation method of p-acetoxystyrene
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Paragraph 0082-0087, (2020/01/14)
The invention relates to the field of organic chemistry, and in particular, relates to a preparation method of p-acetoxystyrene. The preparation method of p-acetoxystyrene provided by the invention comprises the steps: carrying out a reaction of p-hydroxyacetophenone with an acetylation reagent to prepare p-acetoxyacetophenone; carrying out hydrogenation reduction on p-acetoxyacetophenone to prepare 1-(4-acetoxyphenyl)ethanol; and carrying out an elimination reaction on 1-(4-acetoxyphenyl)ethanol to prepare p-acetoxystyrene. According to the preparation method of p-acetoxystyrene, starting from the most basic raw materials, three steps of reactions are carried out, especially in the third step of alkene formation reaction, alkaline elimination is creatively adopted, the defects that in traditional acid catalysis alkene formation elimination reaction, double-bond acid catalysis sudden side reactions are likely to happen, the reaction is likely to be out of control, and consequently theyield is low are overcome, and generated double bonds can stably exist for a long time in a reaction system.
Two-component boronic acid catalysis for increased reactivity in challenging Friedel-Crafts alkylations with deactivated benzylic alcohols
Ang, Hwee Ting,Rygus, Jason P. G.,Hall, Dennis G.
supporting information, p. 6007 - 6014 (2019/06/24)
A general and efficient boronic acid catalyzed Friedel-Crafts alkylation of arenes with benzylic alcohols was previously developed for the construction of unsymmetrical diarylmethane products (X. Mo, J. Yakiwchuk, J. Dansereau, J. A. McCubbin and D. G. Hall, J. Am. Chem. Soc., 2015, 137, 9694). Highly electron-deficient benzylic alcohols, however, were ineffective coupling partners due to the increased difficulty of C-O bond ionization. Herein, we report the use of perfluoropinacol as an effective co-catalyst to improve the reactivity of a boronic acid catalyst in the Friedel-Crafts benzylations of electronically deactivated primary and secondary benzylic alcohols. According to spectroscopic studies, it is believed that perfluoropinacol condenses with the arylboronic acid catalyst to form a highly electrophilic and Lewis acidic boronic ester. This in situ formed species enables a more facile ionization of the benzylic alcohols likely through a mode of activation promoted by a Lewis acid assisted hydronium Br?nsted acid generated from the interactions of the transient boronic ester with hexafluoroisopropanol solvent and water.
