108-58-7Relevant academic research and scientific papers
Further hydroxyiodination of 1-acetoxycyclohex-2-enes: Preparation of tetraAcetyl conduritol D
Knight, Jon,Sweeney
, p. 6579 - 6582 (1996)
1,2-iodohydroxylation of 1-acetoxycyclohex-2-enes has been extrapolated: tetraacetyl Conduritol D may be prepared by iteration of the reaction.
Eco-friendly WO3-ZrO2 solid acid catalyst for acetylation of alcohols and phenols
Reddy, Benjaram M.,Sreekanth, Pavani M.
, p. 2815 - 2819 (2002)
A mild and efficient tungsten promoted zirconia solid acid catalyst has been described for direct acylation of various alcohols and phenols with acetic anhydride into their acetates.
The first vinyl acetate mediated organocatalytic transesterification of phenols: A step towards sustainability
Kumar, Manoj,Bagchi, Sourav,Sharma, Anuj
, p. 8329 - 8336 (2015)
The present report outlines our efforts toward a simple yet elegant protocol for O-acylation of a wide variety of phenols. This highly enabling and solventless method relies on vinyl acetate as an innocuous acyl donor and DABCO as an organocatalyst. Operational simplicity, excellent yields, higher and faster conversion rates without excess reagents, a simple workup and essentially no need of columns are some of the salient features of the reported protocol.
An efficient method to prepare aryl acetates by the carbonylation of aryl methyl ethers or phenols
Zhang, Dejin,Yang, Guoqiang,Xiong, Junping,Liu, Jia,Hu, Xingbang,Zhang, Zhibing
, p. 2683 - 2687 (2021/02/16)
Synthesis of valuable chemicals from lignin based compounds is critical for the application of biomass. Here, we develop a method of preparing aryl acetates by the carbonylation of aryl methyl ethers or phenols under low CO pressure. Good to excellent yields of aryl acetates were obtained using different substrates, and a possible reaction mechanism was proposed by conducting a series of control experiments. This method may provide a potential way for the utilization of lignin.
Environmentally benign decarboxylative: N-, O-, and S-Acetylations and acylations
Ghosh, Santanu,Purkait, Anisha,Jana, Chandan K.
supporting information, p. 8721 - 8727 (2020/12/30)
An operationally simple and general method for acetylation and acylation of a wide variety of substrates (amines, alcohols, phenols, thiols, and hydrazones) has been reported. Meldrum's acid and its derivatives have been used as an air-stable, non-volatile, cost-effective, and easy to handle acetylating/acylating agent. Easily separable byproducts (CO2 and acetone) allowed the isolation of analytically pure acetylated products without the requirement of work-up and any chromatography. This journal is
Unprecedented acetylation of phenols using a catalytic amount of magnesium powder
Bajracharya, Gan B.,Shrestha, Suryaman Sama
supporting information, p. 1688 - 1693 (2018/06/15)
The acetylation of phenols with acetic anhydride was achieved using a catalytic amount of magnesium metal powder under air and solvent-free conditions to afford corresponding phenyl acetates in excellent yield (up to 98%).
Practical and efficient synthesis of hydroxyaryl ketones catalyzed by HF@SiO2 under solvent-free condition
Paghandeh, Hossein,Saeidian, Hamid,Ghaffarzadeh, Mohammad
, p. 809 - 814 (2018/09/26)
A wide variety of hydroxyaryl ketones bearing different motifs was successfully synthesized with good yields and excellent selectivities in the presence of HF@SiO2 as an environmental friendly acid under solvent-free condition. Mild and green reaction conditions and excellent yields (50-91%) make this method an attractive method for the efficient synthesis of hydroxyaryl ketones. Fries rearrangement of phenyl benzoate in the presence of HF@SiO2 led to p-hydroxybenzophenone, while phenyl acetate in the same conditions produced o-hydroxyacetophenone as a single isomer.
Acyl Donors and Additives for the Biocatalytic Friedel–Crafts Acylation
Schmidt, Nina G.,Kroutil, Wolfgang
, p. 5865 - 5871 (2017/10/07)
The Friedel–Crafts acylation is a broadly applied reaction that can be conducted using various types of catalyst. However, a biocatalytic alternative has only been reported recently. In this study, the scope of acetyl donors is described, showing that, in addition to vinyl acetate derivatives, phenyl esters are also suitable donors. Furthermore, it was found that various amines enhance the reaction, whereby the effect do not seem to be correlated to the pH but to the structure of the donor. For instance, 1,4-diazabicyclo[2.2.2]octane (DABCO) turned out to be a viable alternative to imidazole; however the former performed best at pH 9.85, whereas the latter performed best at pH 8.3.
Biocatalytic Friedel–Crafts Acylation and Fries Reaction
Schmidt, Nina G.,Pavkov-Keller, Tea,Richter, Nina,Wiltschi, Birgit,Gruber, Karl,Kroutil, Wolfgang
, p. 7615 - 7619 (2017/06/13)
The Friedel–Crafts acylation is commonly used for the synthesis of aryl ketones, and a biocatalytic version, which may benefit from the chemo- and regioselectivity of enzymes, has not yet been introduced. Described here is a bacterial acyltransferase which can catalyze Friedel–Crafts C-acylation of phenolic substrates in buffer without the need of CoA-activated reagents. Conversions reach up to >99 %, and various C- or O-acyl donors, such as DAPG or isopropenyl acetate, are accepted by this enzyme. Furthermore the enzyme enables a Fries rearrangement-like reaction of resorcinol derivatives. These findings open an avenue for the development of alternative and selective C?C bond formation methods.
Synthetic method of ultraviolet ray absorber BP-2
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Paragraph 0016; 0028, (2016/10/10)
The invention discloses a synthetic method of an ultraviolet ray absorber BP-2. The method mainly comprises the following steps: 1, carrying out an esterification reaction: adding resorcinol and chloroform to a reaction kettle, adding acetyl chloride in a dropwise manner after dissolving, and reacting for 2-2.5h to obtain diphenol acetate; 2, carrying out an acylation reaction: adding the esterification product diphenol acetate, dichloroethanes, N,N-dimethyl formamide and anhydrous aluminum trichloride to the reaction kettle, slowly adding solid phosgene in a dropwise manner, reacting, distilling the above obtained product to recover a solvent, and cooling solid residues in the kettle to room temperature; and 3, carrying out a hydrolysis reaction: dissolving the solid residues in the kettle in 10% diluted hydrochloric acid, carrying out a heating hydrolysis reaction, cooling the obtained product, standing the cooled product to precipitate a solid, carrying out pumping filtration, washing the obtained solid with water to obtain a crude product, and purifying the crude product to obtain the BP-2. The method has the advantages of simple process, mild conditions, low production cost, and suitableness for industrial production.
