- Direct formylation of fluorine-containing aromatics with dichloromethyl alkyl ethers
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Formylations of fluorine-containing aromatic compounds with dichloromethyl alkyl ethers have been investigated. Dichloromethyl propyl ether and dichloromethyl butyl ether have been applied for the formylation of fluorine-containing anisoles to give the corresponding aldehydes in good yields. Application of these ethers is preferable to that of methyl ether, which is prepared from volatile methyl formate. Reaction of fluorine-containing phenols with these dichloromethyl alkyl ethers did not give salicylaldehyde derivatives, leading instead to corresponding aryl formates in high yields. A plausible mechanism is discussed.
- Warashina, Takuya,Matsuura, Daisuke,Kimura, Yoshikazu
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p. 587 - 593
(2019/07/22)
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- METHOD FOR PRODUCING BENZALDEHYDE DERIVATIVE
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PROBLEM TO BE SOLVED: To provide a method for producing a benzaldehyde derivative n high yield from a halogenated benzene derivative. SOLUTION: Provided is a method for producing a benzaldehyde derivative represented by formula (2), comprising: reacting a halogenated benzene derivative and magnesium metal in the presence of aromatic magnesium halide to obtain an organic magnesium halide; and, subsequently, reacting organic magnesium halide with N,N-dimethylformamide. (In formula (2), X is a chlorine atom, a bromine atom, or an iodine atom; R1, R2, R3, R4, and R5 are each independently a hydrogen atom, a fluorine atom, an alkyl group, or an alkoxy group.) SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT
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Paragraph 0027; 0028; 0029
(2019/09/12)
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- A 3, 4 - difluoro toluene of continuous oxidation to prepare 3, 4 - difluorobenzaldehyde method (by machine translation)
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The invention relates to a 3, 4 - difluoro toluene of continuous oxidation to prepare 3, 4 - difluorobenzaldehyde method, which belongs to the technical field of organic synthesis process. The method is characterized in that the 3, 4 - difluoro toluene compound as a raw material, cobalt, molybdenum, one or several of the bromine metal ion complex as catalyst, hydrogen peroxide as the oxidizing agent, acetic acid as solvent, in the tubular reactor continuous will be 3, 4 - difluoro benzene oxidation process for preparing 3, 4 - difluorobenzaldehyde process technology. Mild condition of this method, the reaction time is short, high utilization rate of raw materials, can be realized in the effective control of the reaction process, safe and stable, continuous operation, the production efficiency is high. (by machine translation)
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Paragraph 0004; 0032-0034
(2017/07/07)
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- Method for preparing 3, 4-difluorobenzaldehyde
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The invention discloses a method for preparing 3, 4-difluorobenzaldehyde, and relates to the technical field of organic synthesis. The method includes carrying out Grignard exchange reaction on 3, 4-difluoro bromobenzene, tetrahydrofuran and a Grignard reagent to obtain first reaction products; carrying out reaction on the first reaction products and N, N-dimethylformamide to obtain second reaction products; treating the second reaction products to obtain the 3, 4-difluorobenzaldehyde. The 3, 4-difluoro bromobenzene is used as a raw material, and the tetrahydrofuran is used as a solvent. The method has the advantages that the Grignard exchange reaction is carried out on the 3, 4-difluoro bromobenzene and the freshly prepared Grignard reagent which is isopropylmagnesium chloride, and accordingly the problem of large quantities of generated byproducts due to excessively high reaction temperatures when 3, 4-difluoro bromobenzene and a Grignard reagent which is metal magnesium can be solved; the reaction is carried out on the N, N-dimethylformamide and the products already subjected to Grignard exchange, so that the 3, 4-difluorobenzaldehyde can be prepared, and the reaction yield can be increased.
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Paragraph 0016; 0017
(2016/12/01)
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- Copper-catalyzed aerobic oxidative cleavage of C-C bonds in epoxides leading to aryl nitriles and aryl aldehydes
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Novel copper-catalyzed aerobic synthesis of aryl nitriles and aldehydes from epoxides via C-C single bond cleavage has been discovered. This reaction provides a practical method toward the synthesis of aryl nitriles and aldehydes, which are versatile intermediates and building blocks in organic synthesis. This journal is
- Gu, Lijun,Jin, Cheng
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supporting information
p. 6572 - 6575
(2015/04/14)
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- Novel 2,2,6,6-tetramethylpiperidine 1-oxyl-iodobenzene hybrid catalyst for oxidation of primary alcohols to carboxylic acids
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Novel bifunctional hybrid-type catalysts bearing 2,2,6,6- tetramethylpiperidine-1-oxyl (TEMPO) and iodobenzene moieties (1a and 1b) were developed and used for the environmentally benign oxidation of primary alcohols to carboxylic acids. Reaction of primary alcohols 2 with a catalytic amount of 1 in the presence of peracetic acid as a co-oxidant under mild conditions gave the corresponding carboxylic acids 3 in excellent yields.
- Yakura, Takayuki,Ozono, Ayaka
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experimental part
p. 855 - 859
(2011/06/26)
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- Synthesis and mesomorphic properties of tolane-based fluorinated liquid crystals with an acrylate linkage
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Six series of tolane-based fluorinated liquid crystals containing an acrylate linker were synthesized and their mesomorphic properties were characterized. The compounds generally exhibit SmA and N phases in wide temperature ranges. The introduction of acrylate linkers increases the clearing points by 20°C-30°C and suppresses the formation of higher ordered monotropic SmB phases. para-Fluorination is favorable for the mesophase stability, whereas meta-fluorination is not. The introduction of a 2,3,5,6-tetrafluorophenylene group decreases the clearing points and also suppresses the formation of the monotropic SmB phase. Copyright Taylor & Francis Group, LLC.
- Chen, Ximin,Shen, Yuehai,Wen, Jianxun
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experimental part
p. 138 - 146
(2011/05/12)
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- An unusual reaction of benzalaminoacetals in trifluoroacetic acid: Facile synthesis of 2-benzylpyrazines
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(Chemical Equation Presented) Benzalaminoacetals (1), upon refluxing with trifluoroacetic acid, lead to 2-benzylpyrazines, rather than the expected isoquinolines. This unusual reaction represents another useful way to prepare a variety of 2-benzylpyrazines from the corresponding benzaldehydes.
- Augustine, John Kallikat,Naik, Yanjerappa Arthoba,Mandal, Ashis Baran,Kundapur, Umesha
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p. 1176 - 1179
(2008/09/18)
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- (Oxime)carbamoyl fatty acid amide hydrolase inhibitors
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The present invention relates to novel oxime carbamyl derivatives and pharmaceutical compositions comprising said derivatives which inhibit fatty acid amide hydrolase. These pharmaceutical compositions are useful for the treatment of conditions which can be effected by inhibiting fatty acid amide hydrolase including, but not limited to, neuropathic pain, emesis, anxiety, altering feeding behaviors, movement disorders, glaucoma, brain injury, and cardiovascular disease.
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- Process for preparing benzyl alcohols and their use
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Benzyl alcohols, particularly those which bear fluorine substituents or fluoroalkyl substituents on the benzyl ring, can be obtained by formylation of corresponding aryl bromides to form benzaldehydes and reduction of the latter using further formate, wherein the benzaldehydes formed do not have to be isolated.
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- Method for treating patient having precancerous lesions with a combination of pyrimidopyrimidine derivatives and esters and amides of substituted indenyl acetic acides
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Combinations of substituted indenyl acetic acids and pyrimido-pyrimidine derivatives are useful in the treatment of colonic polyps and inhibiting the growth of neoplastic cells.
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- Substituted condensation products of 1H-indenyl-hydroxyalkanes with aldehydes for neoplasia
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Substituted condensation products of 1H-indenylhydroxyalkanes with aldehydes are useful for inducing or promoting apoptosis and for arresting uncontrolled neoplastic cell proliferation, and are specifically useful in the arresting and treatment of neoplasia, including precancerous and cancerous lesions.
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- Isoquinoline compound melanocortin receptor ligands and methods of using same
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The invention relates to melanocortin receptor ligands and methods of using the ligands to alter or regulate the activity of a melanocortin receptor. The invention further relates to tetrahydroisoquinoline aromatic amines that function as melanocortin receptor ligands and as agents for controlling cytokine-regulated physiologic processes and pathologies, and combinatorial libraries thereof.
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- Substituted methoxy benzylidene indenyl-acetic and propionic acids for treating patients with precancerous lesions
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Substituted methoxy benzylidene indenyl compounds are useful in the treatment of precancerous lesions and neoplasms.
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- Lactone compounds for treating patient with precancerous lesions
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Substituted lactone compounds are useful in the treatment of precancerous lesions and neoplasms.
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- Lactone compounds for treating patients with precancerous lesions
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Substituted lactone compounds are useful in the treatment of precancerous lesions.
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- Synthetic applications of fluorinated phenyllithiums: Preparation of fluorinated α-methylstyrenes, benzhydrols, benzophenones and aryltrimethylsilanes
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Regioselective preparations of a number of fluorinated phenyllithiums have recently been reported, which in some cases also contain one or more bromine substituents. These have now been applied to the synthesis of the corresponding halogenated 2-arylpropenes (α-methyl-styrenes), benzhydrols, trifluoromethylbenzhydrols, benzophenones and aryltrimethylsilanes.
- Yarwood, Thomas David,Waring, Anthony John,Coe, Paul Leslie
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p. 113 - 119
(2007/10/03)
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- Method for treating patients with precancerous lesions by administering substituted sulfonyl idenyl acetic and propionic acids and esters to patients with lesions sensitive to such compounds
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Substituted indenyl sulfonyl acetic acids are useful in the treatment of precancerous lesions sensitive to treatment with those sulfonyl compounds.
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- Esters and amides of substituted indenyl acetic acids
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Esters and amides of substituted indenyl acetic acids of the formula: n is an integer of at least 2;, Q is a deprotonated residue of polymer or macromolecular structure having a molecular weight of at least about 1000 containing at least two primary and/or secondary amino groups and/or hydroxy groups;, R1 is selected from hydrogen, lower alkyl, or haloalkyl;, R2 is selected from hydrogen or alkyl;, R3 and R4 are one or more members each independently chosen from hydrogen, alkyl, acyloxy, alkoxy, nitro, amino, acylamino, alkylamino, diakylamino, dialkylaminoalkyl, sulfamyl, alkythio, mercapto, hydroxy, hydroxyalkyl, alkylsulfonyl, halogen, cyano, carboxyl, carbalkoxy, carbamido, haloalkyl or cycloalkoxy; and, R5 is selected from alkylsulfenyl, alkylsulfinyl or alkylsulfonyl. are useful in the treatment of colonic polyps.
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