112-58-3Relevant articles and documents
Synthesis of the enantiomer of the antidepressant tranylcypromine
Csuk, Rene,Schabel, Magda J.,Von Scholz, Yvonne
, p. 3505 - 3512 (1996)
Both enantiomers of the antidepressant tranylcypromine, trans 2-phenyl-cyclopropylamine 1, were prepared in enantiomerically pure form by a chemoenzymatic approach starting from racemic (±)-(1RS, 2RS)-trans ethyl 2-phenyl-cyclopropane carboxylate (±)-3.
Conversion of 1-hexanol to di-n-hexyl ether on acidic catalysts
Medina, Eduardo,Bringué, Roger,Tejero, Javier,Iborra, Montserrat,Fité, Carles
, p. 41 - 47 (2010)
Conversion, selectivity and yield of 1-hexanol liquid phase dehydration to di-n-hexyl ether (DNHE) were determined at 150-190 °C on three acidic catalysts, the thermally stable resin Amberlyst 70, the perfluoroalkanesulfonic Nafion NR50 and the zeolite H-BEA-25, in a batch reactor. The highest conversion and yield were achieved on Amberlyst 70 at 190 °C, but the most selective catalyst was Nafion NR50. Good results were obtained at 190 °C on the zeolite. Apparent activation energies for the three catalysts were in the range 108-140 kJ/mol. Unlike H-BEA-25, the reaction of DNHE synthesis on Amberlyst 70 and NR50 was a bit more active but less selective than the analogous 1-pentanol dehydration to di-n-pentyl ether (DNPE).
Synthesis of ethyl hexyl ether over acidic ion-exchange resins for cleaner diesel fuel
Guilera,Ramírez,Fité,Tejero,Cunill
, p. 2238 - 2250 (2015)
The synthesis of ethyl hexyl ether as a suitable diesel additive was investigated using 1-hexanol and diethyl carbonate as reactants and acidic ion-exchange resins as catalysts. Liquid-phase experiments were performed in a batch reactor at the temperature range of 403-463 K and 2.5 MPa. The formation of ethyl hexyl ether proceeded from two routes: thermal decomposition of ethyl hexyl carbonate and intermolecular dehydration of 1-hexanol with ethanol. Both pathways require a previous transesterification reaction between diethyl carbonate and 1-hexanol. It was revealed that this reaction is favoured in polymer zones of 0.4 nm nm-3 polymer density (equivalent to 2.6 nm diameter pores in inorganic materials). Acidic ion-exchange resins containing a significant volume fraction of this polymer density are Dowex 50W×2 and Amberlyst 70. By using this kind of catalyst, reaction rate and selectivity are significantly increased. Finally, it was observed that working at low temperature would favour the selectivity to ethyl hexyl carbonate and hinder the undesired formation of alkenes. This journal is
Uranyl(VI) Triflate as Catalyst for the Meerwein-Ponndorf-Verley Reaction
Kobylarski, Marie,Monsigny, Louis,Thuéry, Pierre,Berthet, Jean-Claude,Cantat, Thibault
supporting information, p. 16140 - 16148 (2021/11/01)
Catalytic transformation of oxygenated compounds is challenging in f-element chemistry due to the high oxophilicity of the f-block metals. We report here the first Meerwein-Ponndorf-Verley (MPV) reduction of carbonyl substrates with uranium-based catalysts, in particular from a series of uranyl(VI) compounds where [UO2(OTf)2] (1) displays the greatest efficiency (OTf = trifluoromethanesulfonate). [UO2(OTf)2] reduces a series of aromatic and aliphatic aldehydes and ketones into their corresponding alcohols with moderate to excellent yields, using iPrOH as a solvent and a reductant. The reaction proceeds under mild conditions (80 °C) with an optimized catalytic charge of 2.3 mol % and KOiPr as a cocatalyst. The reduction of aldehydes (1-10 h) is faster than that of ketones (>15 h). NMR investigations clearly evidence the formation of hemiacetal intermediates with aldehydes, while they are not formed with ketones.
Novel Si(II)+and Ge(II)+Compounds as Efficient Catalysts in Organosilicon Chemistry: Siloxane Coupling Reaction ?
Fritz-Langhals, Elke,Kneissl, Sotirios,Piroutek, Phillip,Werge, Sven
, (2020/09/02)
Novel catalytically active cationic Si(II) and Ge(II) compounds were synthesized and isolated in pure form. The Ge(II)+-based compounds proved to be stable against air and moisture and therefore can be handled very easily. All compounds efficiently catalyze the oxidative coupling of hydrosil(ox)anes with aldehydes and ketones as oxidation reagents and simultaneously the reductive ether coupling at very low amounts of 0.01 mol %. Because the catalysts also catalyze the reversible cyclotrimerization of aldehydes, paraldehyde can be used as a convenient source for acetaldehyde in siloxane coupling. It is shown that the reaction is especially suitable to make siloxane copolymers. Moreover, a new fluorine-free weakly coordinating boronate anion, B(SiCl3)4-, was successfully combined with the Si(II) and Ge(II) cations to give the stable catalytically active ion pairs Cp*Si:+B(SiCl3)4-, Cp*Ge:+B(SiCl3)4-, and [Cp(SiMe3)3Ge:+]B(SiCl3)4-.
