58626-12-3Relevant academic research and scientific papers
Hydrocarbon Soluble Recyclable Silylation Reagents and Purification Auxiliaries
Chao, Chih-Gang,Leibham, Ashley M.,Bergbreiter, David E.
supporting information, p. 1214 - 1216 (2016/03/15)
Procedures using heptane-phase-selectively soluble octadecyldimethylsilyl groups to facilitate separations and silyl reagent regeneration are described. These results show that alcohols and alkynes protected by these groups are phase-selectively soluble in hydrocarbon solvents. In a thermomorphic cyclohexane/DMF system, >96% of the silylated alcohols are in the cyclohexane phase, allowing these compounds to be purified by a simple liquid/liquid extraction. Applications of these silylating agents in a Grignard synthesis and Sonogashira reaction are described.
