Synthesis of N,N,N-Trimethyl-1-Adamantyl Quaternary Ammonium Hydroxide and Technology Development

Abstract

N,N-dimethyl-1-adamantane was synthesized from amantadine through Eschweiler-Clarke reaction, The optimal ratio of amantadine, formic acid and formaldehyde was 1:5:4, and the reaction time was 18 h at 98°C.The product yield was 93.4% on these conditions. N,N,N-trimethyl-1-adamantyl quaternary ammonium salt then was synthesized, the product yield was 90.5%, succeeding eco-friendly procedure technology was developed. N,N,N-trimethyl-1-adamantyl quaternary ammonium hydroxide was obtained finally, target product yield was 84.3%.The structure of compounds were characterized by1H NMR,13C NMR, MS and GC-MS.

Adamantane-Based Cation and [MFn]− Anion Synergistically Enhanced Catalytic Performance of Sulfuric Acid for Isobutane Alkylation

“…The synthetic route − and the structures of adamantane-based ionic liquids (ADM-ILs) are shown in Scheme . Typically, 1-adamantanamine ( 1 ) was first methylated using excess formic acid and formaldehyde to produce N -(1-adamantyl)- N , N -dimethylamine (ADM, 2 ).…”

“…Because of their unique properties, ionic liquids have an enormous range of applications in many fields such as catalysis, separations, materials science, and electrochemistry. − Their outstanding advantages lie in ion designability, diversity, and cooperativity. Ionic liquids offer the opportunity to design cocatalysts from single functions to multiple and cooperative functionalities for isobutane alkylation.…”