A Catalytic Strategy for α,ω-Functionalization: NHC-Mediated Fragmentation/Umpolung Cascades to Access Hydroxytrifluoromethyl Ynones and Allenones was written by Selg, Christoph;Kraft, Fabian B.;Welcke, Linda;Zeitler, Kirsten. And the article was included in ChemCatChem in 2019.HPLC of Formula: 116332-61-7 This article mentions the following:
Herein we report an unprecedented, convenient NHC-catalyzed one-pot cascade reaction to afford α,ω-difunctionalized hydroxytrifluoromethyl alkynones and allenones in a single step. The critical fragile aliphatic aldehydes are introduced by a base-mediated in situ Grob-type fragmentation of their corresponding latent cyclic vinylogous hemiacetal triflate (VHAT) and γ-hydroxy vinyl triflate (GHVT) precursors, avoiding typical problems and losses upon isolation. The ‘demasked’ aldehydes are subsequently trapped by NHC-catalyzed umpolung and further metal-free C-C-cross-coupling to access a broad scope of terminally modified alkynyl or allenyl aliphatic, aromatic and heteroaromatic trifluoromethyl ketones as multifunctionalized, high-value building blocks for advanced synthetic applications. Addnl. synthetic utility of this approach is demonstrated with the possibility for asym. variants using chiral NHC-catalysts. In the experiment, the researchers used many compounds, for example, N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide (cas: 116332-61-7HPLC of Formula: 116332-61-7).
N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide (cas: 116332-61-7) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. Amides can be recrystallised from large quantities of water, ethanol, ethanol/ether, aqueous ethanol, chloroform/toluene, chloroform or acetic acid. The likely impurities are the parent acids or the alkyl esters from which they have been made. The former can be removed by thorough washing with aqueous ammonia followed by recrystallisation, whereas elimination of the latter is by trituration or recrystallisation from an organic solvent.HPLC of Formula: 116332-61-7
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics