582-17-2Relevant academic research and scientific papers
Method for synthesizing 2,7-dioxynaphthalene
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Paragraph 0009; 0021-0042, (2018/08/28)
The invention relates to a method for synthesizing 2,7-dioxynaphthalene. The method comprises the following steps: adding 2,7-naphthyldisulfnate, sodium hydroxide, sodium oxide and a solvent into a high-pressure kettle; then heating to the temperature of 260-350 DEG C and carrying out stirring reaction at the temperature; cooling the obtained solution to a room temperature while stirring; after filtering, neutralizing a filter cake by using a sulfuric acid solution to PH 0-4; and filtering and drying the obtained suspension to obtain the final product. Compared with an existing method, the method uses a mixed alkali fusion reagent consisting of sodium hydroxide and sodium oxide to replace traditional independently used sodium hydroxide, the use amount of the sodium hydroxide is greatly reduced, enrichment of water in a reaction system is avoided, therefore, the generation amount of an alkali fusion by-product is reduced remarkably, and the yield of the 2,7-dioxynaphthalene is high.
Formation of Phenalenone Skeleton by an Unusual Rearrangement Reaction
Sasaki, Sayaka,Azuma, Eriko,Sasamori, Takahiro,Tokitoh, Norihiro,Kuramochi, Kouji,Tsubaki, Kazunori
supporting information, p. 4846 - 4849 (2017/09/23)
The frame rearrangement reaction of dinaphthyl ketones, possessing hydroxy groups at appropriate positions, into phenalenone derivatives under acidic conditions was discovered serendipitously. Although this rearrangement had limited scope, its mechanism was unusual, involving the division of naphthalene rings into one phenalenone ring and one benzene ring. The reaction mechanism was elucidated by direct determination of intermediate structures using 1H NMR measurements. The generated phenalenones are expected to be key intermediates toward natural products and functional materials.
Reductive cleavage of aryl O-carbamates to phenols by the Schwartz reagent. Expedient link to the directed ortho metalation strategy?
Morin, Justin,Zhao, Yigang,Snieckus, Victor
supporting information, p. 4102 - 4105 (2013/09/12)
A general, mild, and efficient method for the reductive cleavage of aryl O-carbamates to phenols, 1 → 2 using the Schwartz reagent is reported. The method is selective, tolerating a large number of functional groups; may be carried out by direct or by an economical in situ procedure; and, notably, establishes a synthetic connection to the directed ortho metalation strategy (Figure 1) allowing new entries into difficult to prepare contiguously substituted aromatics and heteroaromatics.
Exhaustive syntheses of naphthofluoresceins and their functions
Azuma, Eriko,Nakamura, Naoko,Kuramochi, Kouji,Sasamori, Takahiro,Tokitoh, Norihiro,Sagami, Ikuko,Tsubaki, Kazunori
experimental part, p. 3492 - 3500 (2012/05/20)
Naphthofluorescein and/or seminaphthofluorescein derivatives possessing the additional benzene units to one or both sides of fluorescein were exhaustively constructed through Friedel-Crafts type reactions between corresponding aroylbenzoic acids and dihydroxynaphthalenes. Compound 4 works as a one-dye pH indicator, which shows red in strong acid condition and blue in basic solution. Compound 23 (diacetate of compound 4) shows good transitivity to the HEK 293 cells and acts as a fluorescent pigment for the living cell imaging. Compounds 5, 6, and 9 show fluorescent emission in the NIR region (>700 nm) and imply the potentialities of NIR fluorescent probes.
Highly efficient and scalable process for demethylation of 6-(2,4-dimethoxybenzoyl)chromen-2-one and other aryl methyl ethers
Srivastava, Amit,Yang, Jason,Zhao, Baoshu,Jiang, Yong,Blackmon, Wade,Kraemer, Bernd
experimental part, p. 1765 - 1771 (2010/07/07)
Demethylation of 6-(2,4-dimethoxybenzoyl)chromen-2-one and some other aryl methyl ethers was achieved with pyridinium bromide as demethylating agent and sulfolane as solvent. Compared with other demethylation methods, this combination offers advantages of clean conversion, excellent yields, easy operation and workup, and manageable reaction temperatures. This process could be particularly useful for large-scale production because it avoids use of corrosive or moisture-sensitive reagents. Copyright
Synthesis of naphthalenediols by aerobic oxidation of diisopropylnaphthalenes catalyzed by N-hydroxyphthalimide (NHPI)/α, α′-azobisisobutyronitrile (AIBN)
Aoki, Yasuhiro,Sakaguchi, Satoshi,Ishii, Yasutaka
, p. 199 - 202 (2007/10/03)
Naphthalenediols were successfully synthesized in a one-pot reaction through the oxidation of diisopropylnaphthalenes with air catalyzed by N-hydroxyphthalimide (NHPI) combined with α,α′- azobisisobutyronitrile (AIBN) followed by decomposition with sulfuric acid. Thus, the oxidation of 2,6-diisopropylnaphthalene with air (20 atm) in the presence of AIBN (3 mol %) and NHPI (10 mol %) in CH3CN at 75°C for 21 h followed by treatment with 0.3 M H2SO4 gave 2,6-naphthalenediol in 92% yield.
Recognition of dihydroxynaphthalenes by a C2-symmetric host
Kim, Hae-Jo,Moon, Dohyun,Lah, Myoung Soo,Hong, Jong-In
, p. 1887 - 1890 (2007/10/03)
A functionalized C2-symmetric host (2) shows high affinity and substrate selectivity for dihydroxynaphthalenes.
Process for functionalising a phenolic compound carrying an electron-donating group
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, (2008/06/13)
The invention concerns a method for functionalizing a phenolic compound bearing an electron-donor group, in said group para position, inter alia a method for the amidoalkylation of a phenolic compound bearing an electron-donor group, and more particularly, a phenolic compound bearing an electron-donor group preferably, in the hydroxyl group ortho position. The method for functionalizing in para position with respect to an electron-donor group carried by a phenolic compound is characterised in that the phenolic compound bearing an electron-donor group is subjected to the following steps: a first step which consists of protecting the hydroxyl group in the form of a sulphonic ester function; a second step which consists in reacting the protected phenolic compound with an electrophilic reagent; optionally, a third step deprotecting the hydroxyl group.
Polymer electrolyte and process for producing the same
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, (2008/06/13)
A polymer electrolyte having, in a main chain, a structural unit represented by the following formula (1):-[Ar1-(SO2-N-(X+)-SO2-Ar2)m-SO2-N-(X+)-SO2-Ar1-O]- wherein Ar1 and Ar2 independently represent a divalent aromatic groups, m represents an integer of 0 to 3, and X+ represents an ion selected from hydrogen ion, an alkali metal ion and ammonium ion, which is excellent in proton conductivity, thermal resistance and strength. The polymer electrolyte is soluble in solvents and has excellent film forming property and recycling efficiency.
Regioselective hydrolysis of diacetoxynaphthalenes catalyzed by Pseudomonas sp. lipase in an organic solvent
Ciuffreda, Pierangela,Casati, Silvana,Santaniello, Enzo
, p. 317 - 321 (2007/10/03)
Depending on the relative positions of the acetyl groups in the aromatic rings, the Pseudomonas sp. lipase-catalyzed hydrolysis of diacetoxynaphthalenes in tert-butylmethyl ether proceeds regioselectively to afford the corresponding monoacetates.
