- Synthesis of 3,5-dimethyladamantan-1-ol by reaction of 1,3- dimethyladamantane with bromotrichloromethane and water in the presence of manganese complexes
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3,5-Dimethyladamantan-1-ol was synthesized in 79% yield by reaction of 1,3-dimethyladamantane with bromotrichloromethane and water in the presence of manganese salts and complexes activated by pyridine.
- Khusnutdinov,Kislitsina,Shchadneva
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- One-pot synthesis of cage alcohols
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An efficient one-pot procedure has been developed for the synthesis of cage alcohols with hydroxy groups in the bridgehead positions. The procedure includes initial nitroxylation with nitric acid or a mixture of nitric acid with acetic acid and subsequent hydrolysis in the presence of urea.
- Klimochkin, Yu. N.,Yudashkin,Zhilkina,Ivleva,Moiseev,Oshis, Ya. F.
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p. 971 - 976
(2017/09/07)
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- Method for oxidizing adamantane
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PROBLEM TO BE SOLVED: To provide a method for easily and efficiently producing 1,3-dihydroxy adamantane being a compound extremely important as a material for a bifunctional monomer. SOLUTION: A method for producing 1,3-dihydroxy adamantane includes oxidation of adamantane by ozone in solvent containing 60-100 wt.% carboxylic acid of C1-C4, in the presence of an organic molecule catalyst and a transition metal catalyst. The method for producing 1,3-dihydroxy adamantane employs N-hydroxy succinic imide or organic nitroxyl radical compound as the organic molecule catalyst, and cobalt acetate etc. as the transition metal catalyst, to promote reaction. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPO&INPIT
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Paragraph 0040
(2017/05/26)
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- PROCESS FOR THE PREPARATION OF MEMANTINE
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A process for the preparation of Memantine of formula (I) or its pharmaceutically acceptable salts is disclosed. The process comprises formula (I): (a) reacting halogenated-3, 5 -dimethyl adamantine of formula (III) with acetamide in presence of sulfuric acid to provide l-Acetamido-3,5-dimethyl adamantine of formula (II), wherein X is Cl or Br. Formula (III), (II): (b) treating l-Acetamido-3,5-dimethyl adamantine of formula (II) with base in presence of solvent to obtain Memantine of formula (I) (c) optionally converting Memantine of formula (I) in to pharmaceutically acceptable salts.
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Page/Page column 16-17
(2008/12/05)
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- PROCESS FOR PREPARING MEMANTINE
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A process for preparing memantine or an acid addition salt of memantine comprises reacting 1-bromo-3,5-dimethyl adamantane with formamide to form 1-N-formyl-3,5-dimethyl adamantane.
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Page/Page column 14-15
(2008/06/13)
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- Nitration of alkanes with nitric acid by vanadium-substituted polyoxometalates
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The nitration of alkanes by using nitric acid as a nitrating agent in acetic acid was efficiently promoted by vanadium-substituted Keggin-type phosphomolybdates such as [H4PVMo11O40], [H5PV2Mo10O40], and [H 6PV3Mo9O40] as catalyst precursors. A variety of alkanes including alkylbenzenes were nitrated to the corresponding nitroalkanes as major products in moderate yields with formation of oxygenated products under mild reaction conditions. The carbon-carbon bond cleavage reactions hardly proceeded. ESR, NMR, and IR spectroscopic data show that the vanadium-substituted polyoxometalate, for example, [H4PVMo 11O40], decomposes to form free vanadium species and [PMo12O40]3- Keggin anion. The reaction mechanism involving a radical-chain path is proposed. The polyoxometalates initially abstract the hydrogen of the alkane to form the alkyl radical and the reduced polyoxometalates. The reduced polyoxometalates subsequently react with nitric acid to produce the oxidized form and nitrogen dioxide. This step would be promoted mainly by the phosphomolybdates, [PMo12O 40]n-, and the vanadium cations efficiently enhance the activity. The nitrogen dioxide promotes the further formation of nitrogen dioxide and an alkyl radical. The alkyl radical is trapped by nitrogen dioxide to form the corresponding nitroalkane.
- Shinachi, Satoshi,Yahiro, Hidenori,Yamaguchi, Kazuya,Mizuno, Noritaka
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p. 6489 - 6496
(2007/10/03)
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- [VO(H2O)5]H[PMo12O40]- catalyzed nitration of alkanes with nitric acid
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[VO(H2O)5]H[PMo12O40], which contains vanadyl counter cations and PMo12O40 3-, can act as a catalyst for the nitration of various alkanes including alkylbenzenes using nitric acid as a nitrating agent in acetic acid at 356 K.
- Yamaguchi, Kazuya,Shinachi, Satoshi,Mizuno, Noritaka
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p. 424 - 425
(2007/10/03)
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- Oxidation of cycloalkanes with potassium peroxosulfate catalyzed by montmorillonite-immobilized metal tetrapyridylporphyrin complexes
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The oxidation of 1,3-dimethyladamantane and cyclooctane with potassium peroxosulfate catalyzed by manganese and iron complexes of alkylated tetrapyridylporphyrin which was either dissolved in a reaction medium or adsorbed on a layered aluminosilicate was studied. The Mn3+ porphyrin complex immobilized in the interlamellar space of montmorillonite modified with titanium hydroxide clusters was found to enhance the catalytic activity and stability against oxidative degradation.
- Avdeev,Bagrii,Maravin,Korolev,Borisov
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p. 391 - 398
(2007/10/03)
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- A remarkable effect of quaternary ammonium bromide for the N- hydroxyphthalimide-catalyzed aerobic oxidation of hydrocarbons
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A methodology for the aerobic oxidation of organic substrates in the absence of any metal catalyst has been established using combined catalytic system consisting of N-hydroxyphthalimide and quaternary ammonium bromide. Thus, various hydrocarbons were successfully oxidized under dioxygen atmosphere to the corresponding oxygenated compounds in good selectivities.
- Matsunaka, Katsuhisa,Iwahama, Takahiro,Sakaguchi, Satoshi,Ishii, Yasutaka
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p. 2165 - 2168
(2007/10/03)
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- Oxidation catalytic system and oxidation process using the same
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A substrate (e.g., a cycloalkane, a polycyclic hydrocarbon, an aromatic compound having a methyl group or methylene group adjacent to an aromatic ring) is oxidized with oxygen in the presence of an oxidation catalyst comprising an imide compound of the following formula (1) (e.g., N-hydroxyphthalimide), and a co-catalyst (except phosphovanadomolybdic acid) containing an element selected from the group consisting of Group 2A elements of the Periodic Table of Elements, transition metals (Group 3A to 7A elements, Group 8 elements, Group 1B elements and Group 2B elements of the Periodic Table of Elements) and Group 3B elements of the Periodic Table of Elements, for the formation of an oxide (e.g., a ketone, an alcohol, a carboxylic acid): STR1 wherein R1 and R2 represent a substituent such as a hydrogen atom or a halogen atom, or R1 and R2 may together form a double bond or an aromatic or nonaromatic 5- to 12-membered ring, X is O or OH, and n is 1 to 3.
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- POLYMERIZABLE ADAMANTANE DERIVATIVES AND PROCESS FOR PRODUCING THE SAME
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A compound shown by the following formula: ???wherein each of R1a, R2a, R3aand R4arepresents a substituent selected from a non-reactive atom, a non-reactive group, a hydroxyl group and an amino group, and at least two members selected from R1a, R2a, R3aand R4aare a hydroxyl group, a carboxyl group or an amino group; is subjected to an esterification reaction or an amidation reaction with a polymerizable unsaturated compound (e.g., an alcohol, a carboxylic acid, an amine) in the presence of a catalyst comprising an element selected from the Group 3 elements, such as a samarium compound, to obtain a polymerizable adamantane derivative having at least one polymerizable unsaturated group in high yield.
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- Hydroxylation of polycyclic alkanes with molecular oxygen catalyzed by N-hydroxyphthalimide (NHPI) combined with transition metal salts
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Adamantanes were successfully converted into the corresponding mono- and dihydroxy adamantanes with molecular oxygen in the presence of N- hydroxyphthalimide (NHPI) combined with cobalt salts under mild conditions. For example, exposure of adamantane under oxygen atmosphere in the presence of NHPI (10 mol%) and Co(acac)2 (0.5 mol%) in acetic acid at 75 °C for 6 h afforded adamantan-1-ol (43 %) and adamantane-1,3-diol (40 %) along with adamantan-2-one (8 %) in 93 % conversion. Similarly, 1,3-dimethyladamantane produced 3,5-dimethyladamantan-1-ol (47 %) and 5,7-dimethyladamantane-1,3- diol (37 %).
- Ishii, Yasutaka,Kato, Susumu,Iwahama, Takahiro,Sakaguchi, Satoshi
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p. 4993 - 4996
(2007/10/03)
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- THE OCTANT RULE. XX. SYNTHESIS AND CIRCULAR DICHROISM OF (1S,5S)-DIMETHYLADAMANTAN-2-ONE -- PREDICTED TO HAVE ZERO COTTON EFFECT
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The title compound was synthesized in optically active form from adamantane.Although the methyl perturbers lie in the extended local symmetry planes of the carbonyl chromophore, and octant and quadrant rules therefore predict they should make no contributions to the Cotton effect (CE), weak negative CEs are found in cyclopentane (Δεmax293 = -0.03) and in CF3CH2OH (Δεmax288 = -0.02) solvents.
- Lightner, David A.,Toan, Vien Van
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p. 4905 - 4916
(2007/10/02)
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