635-67-6

Usage

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 25, p. 311, 1988 DOI: 10.1002/jhet.5570250152

InChI:InChI=1/C10H10O4/c1-7(11)13-9-5-3-4-6-10(9)14-8(2)12/h3-6H,1-2H3

Upstream product

• 274-09-9 Methylenedioxybenzene 
• 109-72-8 n-butyllithium 
• 60-29-7 diethyl ether 
• 108-24-7 acetic anhydride 
• 120-80-9 benzene-1,2-diol 
• 110-86-1 pyridine 
• 6255-58-9 2-oxo-1,3,2-benzodioxathiolene 
• 75-36-5 acetyl chloride 
• 57559-06-5 dipyrocatecholmonophosphite 
• 71-43-2 benzene 
• 64736-45-4 2-ethoxy-benzo[1,3]dioxole 
• 5075-52-5 1,2-bis(trimethylsilyloxy)benzene 
• 14005-14-2 2,2-dimethyl-1,3-benzodioxole 
• 91201-59-1 2a,8a-dimethyl-2a,8a-dihydrobenzo<1,2>dioxeto<3,4e><1,4>dioxin 

Downstream Products

• 1197-09-7 1-(3,4-dihydroxyphenyl)ethan-1-one 
• 116313-83-8 1,2-diacetoxy-3,5-dinitro-benzene 
• 7659-29-2 3,5-dinitrocatechol 
• 213531-78-3 3.5-dinitro-pyrocatechol-1-acetate 
• 91-16-7 1,2-dimethoxybenzene 
• 120-80-9 benzene-1,2-diol 
• 115436-75-4 3-acetoxy-4-hydroxyacetophenone 
• 144224-87-3 3-acetoxy-2-hydroxycetophenone 
• 16197-92-5 (R)-1-phenethyl acetate 
• 13494-10-5 2',3'-dihydroxyacetophenone 
• 2848-25-1 2-acetoxyphenol 
• 70187-40-5 2-(2-hydroxy-3,5-dinitro-phenoxy)-ethanol 
• 860690-95-5 5,7-Diacetamido-benzdioxan-(1,4) 
• 98134-91-9 3,5-diamino-pyrocatechol 

Relevant academic research and scientific papers

13C NMR Study of Derivatives of Dibenzobarrelene, Anthraquinone and Anthracene

Carbon-13 chemical shifts of 22 derivatives of dibenzobarrelene, anthraquinone and anthracene are reported, each of which includes a symmetrical ortho-benzene moiety.The assignment of the chemical shifts of the aromatic carbons of these derivatives was achieved by correlation with the corresponding 13C chemical shifts of ortho-disubstituted benzenes.

An efficient method to prepare aryl acetates by the carbonylation of aryl methyl ethers or phenols

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.

4-Imidazol-1-yl-butane-1-sulfonic acid ionic liquid: Synthesis, structural analysis, physical properties and catalytic application as dual solvent-catalyst

4-Imidazol-1-yl-butane-1-sulfonic acid (ImBu-SO3H) has been successfully synthetized and fully characterized by FT-IR and high-resolution NMR spectroscopy (1H, 13C). The “plausible” alternative structures of ImBu-SO3H were discussed on the basis of its NMR data. The ionic liquid showed interesting dual solvent-catalyst property, which was studied experimentally for the acetylation of a variety of functionalized alcohols, phenols, thiols, amines and α-tocopherol (α-CTP) as the most active form of vitamin E with acetic anhydride and which provided good yields within a short reaction time. ImBu-SO3H was successfully recycled by product extraction with an average recovered yield of 82% for 5 subsequent runs. The catalytic activity of the recycled ImBu-SO3H showed almost no loss even after five consecutive runs.

Practical and efficient synthesis of hydroxyaryl ketones catalyzed by HF@SiO2 under solvent-free condition

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.

Preparation method of aryl carboxylate compound based on alkenyl carboxylate ester exchange reaction

The invention provides a preparation method of an aryl carboxylate compound based on alkenyl carboxylate ester exchange reaction and belongs to the technical field of pharmaceutical chemical intermediates and related chemistry. According to the method, phenol and alkenyl carboxylate are used as raw materials and green and efficient synthesis of the aryl carboxylate compound is realized under the catalysis effect of alkali. The method has the advantages of high selectivity, moderate reaction conditions, good functional group compatibility, wide substrate range, environment friendliness and thelike. The aryl carboxylate compound is an important organic synthetic intermediate and has very wide application in the fields of organic synthesis and pharmacology, so that the preparation method hasvery great application value and social economic benefits.

Na 2 CO 3-Catalyzed O-Acylation of Phenols for the Synthesis of Aryl Carboxylates with Use of Alkenyl Carboxylates

Inorganic base-catalyzed O-acylation of phenol and its derivatives has been developed. The procedure provides an efficient catalysis system for the preparation of aryl carboxylates with alkenyl carboxylates as acyl reagents. The reaction proceeded smoothly by using ?-Na 2 CO 3 as the catalyst in MeCN to produce the corresponding aryl carboxylates in good to excellent yields.

Size-selective catalysts in five functionalized porous coordination polymers with unsaturated zinc centers

The five reported structural isomorphic porous coordination polymers (PCPs) 1-5, namely, [Zn(L)(ip) (1), Zn(L)(aip) (2), Zn(L)(hip) (3), Zn(L)(nip) (4), and Zn(L)(HBTC) (5) (L = N4,N4′-di(pyridine-4-yl)biphenyl-4,4′-dicarboxamide, H2ip = isophthalic acid, H2aip = 5-aminoisophthalic acid, H2hip = 5-hydroxyisophthalic acid, H2nip = 5-nitroisophthalic acid, H3BTC = 1,3,5-benzenetricarboxylic acid)] were used to catalyze the acetylation of phenol. All these heterogeneous catalysts exhibit good catalytic efficiency and size-selectivity toward the acetylation of phenols owing to their unsaturated metal centers, non-coordinated amide, and suitable channel size and shape. Among them, 2 displays the highest catalytic activity and excellent cooperative catalysis due to the presence of basic non-coordinated amide groups.

Graphite oxide-catalyzed acetylation of alcohols and phenols

Graphite oxide (GO) was used as a catalyst for the reactions of alcohols and phenols with acetic anhydride. The acetates of primary and secondary alcohols were prepared in good to excellent yields in short reaction time under mild conditions. Electron deficient phenols could be converted to the corresponding acetates steadily. As an efficient catalyst, GO is easily available, cheap, moderately toxic and weakly acidic.

The first vinyl acetate mediated organocatalytic transesterification of phenols: A step towards sustainability

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.

Microwave-assisted acetylation of phenols without catalyst under solvent free condition

Etherification between phenols with acetic anhydride was tested under different conditions. Phenols were efficiently acylated with acetic anhydride to give phenol acetate derivatives in good high yields without catalyst and solventless conditions under microwave irradiation.