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

摘要

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 by ~1H NMR, ~(13)C NMR, MS and GC-MS.