17348-59-3Relevant academic research and scientific papers
Kinetics and mechanism of N-Boc cleavage: Evidence of a second-order dependence upon acid concentration
Ashworth, Ian W.,Cox, Brian G.,Meyrick, Brian
, p. 8117 - 8125 (2010)
The kinetics of the HCl-catalyzed deprotection of the Boc-protected amine, thioester 2 to liberate AZD3409 1 have been studied in a mixture of toluene and propan-2-ol. The reaction rate was found to exhibit a second-order dependence upon the HCl concentration. This behavior was found to have a degree of generality as the deprotection of a second Boc-protected amine, tosylate 3 to yield amine 4 using HCl, sulfuric acid, and methane sulfonic acid showed the same kinetic dependence. In contrast the deprotection of tosylate 3 with trifluoroacetic acid required a large excess of acid to obtain a reasonable rate of reaction and showed an inverse kinetic dependence upon the trifluoroacetate concentration. These observations are rationalized mechanistically in terms of a general acid-catalyzed separation of a reversibly formed ion-molecule pair arising from the fragmentation of the protonated tert-butyl carbamate.
METHOD FOR PRODUCING ASYMMETRIC ALKYL ETHER HAVING TERTIARY ALKYL GROUP
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Paragraph 0021, (2017/01/31)
PROBLEM TO BE SOLVED: To provide a method capable of obtaining an asymmetric alkyl ether having a tertiary alkyl group easily and industrially. SOLUTION: (1) There is provided a method for producing an asymmetric alkyl ether having a tertiary alkyl group by subjecting a tertiary alcohol and a primary alcohol or a secondary alcohol to a dehydration reaction using activated clay as a catalyst. (2) There is provided the method for producing an asymmetric alkyl ether having a tertiary alkyl group according to (1), where the tertiary alcohol is any one selected from the group consisting of tert-butanol, tert-amylalcohol and 1-adamantyl alcohol. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT
Kinetics of the reactions of tert-butanol with C2-C5 alcohols on sulfo cation exchangers
Golovanov,Pisareva,Levshenkov
, p. 179 - 183 (2013/05/22)
The kinetics of etherification of tert-butanol with aliphatic alcohols on gel KU-2×8 and macroporous KU-23 sulfo cation exchangers was studied. The first order of reaction with respect to tert-butanol and the -SO3H groups of a catalyst was established. The activation energy of the process observed on KU-2×8 was 60-95 kJ/mol. It was shown that the etherification of tert-butanol on KU-2×8 occurred in a surface layer. The reactivity of primary alcohols introduced into the reaction with tert-butanol increased with their molecular weights (C2-C5). The rate of reaction with secondary alcohols was lower than that with primary alcohols.
Specifics of the synthesis of some alkyl tert-alkyl ethers and their thermodynamic properties
Krasnykh,Levanova,Karaseva,Kirgizova,Varushchenko,Druzhinina,Pashchenko
, p. 92 - 95 (2007/10/03)
The conditions of synthesis and isolation of pure (98-99%) and extra pure (>99.9%) alkyl tert-alkyl ethers containing six to eight carbon atoms in their molecule, which are used as high-octane additives to motor fuels, were studied. The key thermodynamic properties, including melting point, density, saturated vapor pressure, enthalpy of vaporization at 298.15 K, normal boiling point, and critical parameters, obtained by experimental and calculation methods, are given. Copyright
The first non-acid catalytic synthesis of tert-butyl ether from tert-butyl alcohol using ionic liquid as dehydrator
Shi, Feng,Xiong, Hai,Gu, Yanlong,Guo, Shu,Deng, Youquan
, p. 1054 - 1055 (2007/10/03)
Methyl tert-butyl ether (MTBE), ethyl tert-butyl ether (ETBE), and isopropyl tert-butyl ether (IPTBE) have been synthesized for the first time over a non-acid ionic liquid as catalyst and dehydrator with high conversion (> 90%) and selectivity (> 90%) under mild conditions.
Isopropyl tert-butyl ether from crude acetone streams
Knifton, John F.,Dai, Pei-Shing E.,Walsh, John M.
, p. 1521 - 1522 (2007/10/03)
Isopropyl tert-butyl ether may be prepared from crude acetone streams through a combination of selective hydrogenation and tert-butyl alcohol etherification.
Equilibrium of the reactions of propyl-tert-butyl ethers' synthesis in gas phase
Sharonov,Rozhnov,Churkina,Karaseva
, p. 1231 - 1232 (2007/10/03)
Equilibrium in the reactions of N-propyl and isopropyl alcohols with isobutylene in gas phase was investigated at 383-413 K. Thermodynamic characteristics were determined from the equilibrium constants for the N-propyl alcohol reaction.
IODINE MEDIATED SYNTHESIS OF ALKYL TERTIO-ALKYL ETHERS
Jenner G.
, p. 2445 - 2448 (2007/10/02)
Mixed alkyl t-alkyl ethers have been prepared by the selective coupling of the alcohol precursors.Dehydration was promoted by iodine under hydrogen pressure at 100 deg C.
Process for the preparation of octane boosting branched aliphatic ethers using solid superacid catalysts
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, (2008/06/13)
The invention concerns a process for the preparation of aliphatic ethers by reacting the corresponding alcohol and/or olefin over a superacid catalyst.
