- Synthesis of 1,4,5,6-tetrachloro-7,7-dimethoxybicyclo[2.2.1]hept-5- enylmethyl haloacetates
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The possibility of preparing 1,4,5,6-tetrachloro-7,7-dimethoxybicyclo[2.2. 1]hept-5-enylmethyl haloacetates by the reaction of tetrachlorodimethoxycyclopentadiene with allyl haloacetates was examined. The effect of various factors on the product yield was studied, and the optimal synthesis conditions were found.
- Kyazymova,Mamedbeili,Abdiev,Nagiev,Alieva,Nagiev
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- Microwave-assisted preparation of benzo[b]furans under solventless phase-transfer catalytic conditions
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Condensation of salicylaldehyde and its derivatives with various esters of chloroacetic acids in the presence of tetrabutylammonium bromide (TBAB) leads to the synthesis of benzo[b]furans by a solventless phase-transfer catalytic (PTC) reaction under microwave irradiation. (C) 2000 Elsevier Science Ltd.
- Bogdal, Dariusz,Warzala, Marek
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- Synthesis method of N-Fmoc (fluorenylmethoxycarbonyl) ethylenediamine propylene acetate hydrochloride
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The invention discloses a synthesis method of N-Fmoc (fluorenylmethoxycarbonyl) ethylenediamine propylene acetate hydrochloride. Particularly, chloroacetic acid, ethylenediamine, allyl alcohol, THF (tetrahydrofuran), Fmoc-osu, N-methylmorpholine, ethyl acetate, isopropyl alcohol and methyl tert-butyl ether are taken as raw materials and subjected to an ammonization reaction, a salification reaction, an esterification reaction and an Fmoc protection reaction. The synthesis method of N-Fmoc (fluorenylmethoxycarbonyl) ethylenediamine propylene acetate hydrochloride is high in yield, low in cost,high in product purity and suitable for industrialization and facilitates aftertreatment.
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Paragraph 0018; 0021
(2018/09/08)
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- Allyl amyl glycolate preparation method
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The invention provides an allyl amyl glycolate preparation method, wherein specifically a reaction is performed by replacing the conventional allyl alcohol with vinyl chloride to prepare allyl amyl glycolate. According to the present invention, the method has advantages of simple operation, high yield, high purity, greatly reduced production cost, reduced waste generation and reduced environmentalhazard, wherein the excess vinyl chloride residue in the final product cannot be generated.
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Paragraph 0024; 0026; 0027; 0028
(2018/11/04)
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- Synthesis of unsaturated esters via highly efficient esterification catalyzed by polymer grafted quarternary ammonium salts as triphase catalysts
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A series of unsaturated esters were prepared via condensation of sodium carboxylates and alkenyl halide under the condition of macroporous polystyrene grafted quarternary ammonium salt as recyclable phase transfer catalyst, NaI as co-catalyst, Cu powder as inhibitor and H2O as solvent. Under optimal conditions, products yields are 78.2~ 96.0%. The catalyst can be convenient recycled and reutilized for about five times without losing its activity obviously.
- Liang, Zheng Yong,Wang, Li Li,Liu, Hui,Huang, Jin Shuo
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p. 1558 - 1561
(2013/09/12)
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- Synthesis of bicyclo[2.2.1]hept-5-enyl methyl esters of haloacetic acids
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Synthesis of norbornenyl methyl esters of a number of haloacetic acids via [4+2] cycloaddition of cyclopentadiene to allyl esters of these acids was examined. The yield and isomer composition of the synthesized compounds were examined in relation to the reaction conditions, and the best conditions for their preparation were found.
- Kyazimova,Mamedbeili,Nagiev,Suleimanova,Khalilov
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experimental part
p. 1803 - 1807
(2009/09/08)
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- Competitive reactivity as a probe for reaction coordinates in gas-phase ion-molecule chemistry
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Using the method of competitive reactivity of two functional groups in the same molecule, anionic elimination reactions show considerable kinetic selectivity for small differences in leaving group thermochemistry, in structures of the general type YCH2CH2CH2Z, where Y and Z are good anionic leaving groups.
- Holman, Robert W.,Sumpter, Terry L.,Farrar, John,Weigel, Kurt,Bartmess, John E.
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p. 585 - 589
(2007/10/03)
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- Functionalized ozonides by substitution reactions of chlorinated ozonides with difunctional alcohols
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Substitution of 3-chloro-3,5-bis(chloromethyl)-5-methyl-1,2,4-trioxolane (3) with allyl alcohol gave the corresponding diastereomeric allyloxy-substituted ozonides 4, which were converted into diozonides 7 by ozone treatment. Substitutions of 3 with ethanediol or with 1,3-propanediol gave the corresponding hydroxyalkoxy-substituted ozonides 8, 14, which were oxidized to the corresponding aldehydes 10, 16. Reaction of 3,5-dichloro-3,5-bis(chloromethyl)-1,2,4-trioxolane (1a) with ethanediol gave the corresponding bis(hydroxy)-substituted ozonide 19 as well as a bicyclic ozonide 18 by reaction of 1a with ethanediol in a ratio of 1:1. Wiley-VCH Verlag GmbH, 1997.
- Griesbaum, Karl,Quinkert, Ralf-Olaf
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p. 2581 - 2585
(2007/10/03)
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- Effect of Temperature on Atom Transfer Cyclization Reactions of Allylic α-Iodo Esters and Amides
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Atom-transfer cyclizations of allyl iodoacetates and N-allyl-N-methyliodoacetamides are much more efficient at 80 deg C than at 25 deg C.At 80 deg C, β-(iodomethyl) lactones and lactams are formed rapidly and in good yield under standard atom-transfer conditions (sunlamp irradiation of iodide and 10percent hexabutylditin in benzene for 10-60 min).It is proposed that this temperature effect is responsible for some unusual observations by Jolly and Livinghouse in the cyclization of N-cyclohexenyl-N-methyliodoacetamide.The results suggest that the beneficial effect of temperature arises because an increase in the rate of rotation of t he OC-O or OC-N bond in the intermediate radicals begins to convert syn radicals (which cannot cyclize) to anti radicals (which can cyclize).Consistent with this hypothesis, the radical derived from N,N-diallyliodoacetamide (which always has a favorable arrangement for cyclization) closes with excellent efficiency at 25 deg C.
- Curran, Dennis P.,Tamine, John
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p. 2746 - 2750
(2007/10/02)
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- THE NITROGENATED ALLYLIC SYSTEM AS AN INTRAMOLECULAR NUCLEOPHILE: A NEW ROUTE TO PYRAZOLES
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A new route to pyrazoles via the cyclization of N-allyl-N-nitrosoamides is described.
- Momose, Takefumi,Toyooka, Naoki,Ikuta, Takashi,Yanagino, Hironobu
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p. 789 - 793
(2007/10/02)
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- Total Synthesis of Mycinolide-V
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The first synthesis of mycinolide-V (1) is reported. 1 is the aglycon of mycinamycin-V, a 16-membered macrolide antibiotic.The synthesis starts from a C-3/C-9 segment, which has been extended to a C-1/C-10 building block, and subsequently condensed with a C-11/C-17 segment.
- Hoffmann, Reinhard W.,Ditrich, Klaus
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- INTER- AND INTRAMOLECULAR REARRANGEMENTS OF CYANURIC ACID TRIALLYL ESTERS
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It is shown that the catalytic and thermal rearrangements of cyanuric acid triallyl esters to isocyanuric acid esters proceed via inter- and intramolecular mechanisms.Cross-reaction products are formed when the reaction is carried out with a mixture of homologs, while the reaction in the presence of a hydroxy-containing compound gives its allyl ether and diallyl isocyanurate.
- Likhterov, V. R.,Klenovich, S. V.,Etlis, V. S.,Tsareva, L. A.,Pomerantseva, E. G.,Shmuilovich, S. M.
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p. 308 - 311
(2007/10/02)
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- PERFLUORINATED RESINSULFONIC ACID - A CATALYST FOR CERTAIN ORGANIC REACTIONS.
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The purpose of this work was to examine the possibility of using, as a catalyst in certain organic reactions, the perfluorinated resinsulfonic acid F-4SK in the H form, which is an analog of the perfluorinated resinsulfonic acid Nafion-H. To compare catalyst activity of the perfluorinated resinsulfonic acid in decomposition of cumene hydroperoxide, CHP was also decomposed in presence of KU-2 resin. It was found that during repeated use over a period of 150 h the activity of KU-2 catalyst under analogous conditions fell by 4-6%. During the same time the activity of the perfluorinated resinsulfonic acid remained unchanged. It is also known that the presence of a strong acid in the reaction mixture causes formation of by-products, namely the products of condensation of phenol with acetone and dimethylphenylcarbinol, and of dehydration of dimethylphenylcarbinol, with formation of alpha -methylstyrene and products of greater complexity.
- Etlis,Beshenova,Semenova,Shomina,Dreiman,Balaev
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p. 551 - 555
(2007/10/02)
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- RHODIUM(I)-CATALYZED REACTION OF 2-PROPENYL CHLOROACETATE. FORMAL ELIMINATION OF ALLENE AND INSERTION INTO THE C-O BOND OF THE ESTER FUNCTION
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Treatment of 2-propenyl chloroacetate with catalytic amount of RhCl(PPh3)3 in boiling tetrahydrofuran gave 2-methylene-4-pentenyl chloroacetate, a product which is derived via a formal insertion of allene unit into the C-O bond of the starting chloroacetate, with concomitant formation of chloroacetic acid.
- Miyamo, Sotaro,Mori, Atsuo,Kato, Katsumi,Kawashima, Yasuhiko,Hashimoto, Harukichi
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p. 1379 - 1382
(2007/10/02)
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