Summary: | 碩士 === 國防大學中正理工學院 === 應用化學研究所 === 90 === ABSTRACT
The ester formed by the substituted acetic acid and amino alcohols has been found to be a numbers of potent anticholinergic properties、antispasmodics、psychotomimetic activities and hallucinogenic effect. The general structure is :
R1R2R3-C-C=O-O-R4
where R1 is hydroxy、alkyl、halo or alkoxy;R2 is phenyl or substituted phenyl;R3 is cycloalkyl、hydroxycycloalkyl、phenyl or heterocyclic ring; and R4 is piperidyl、pyrrolidyl or piperazidyl. If we construct the different substitutents (R1 , R2 , R3 , and R4), we could get many different compoun- ds.
The target molecules that R1 is hydroxy, R2 is phenyl, R3 is isopropyl、cyclopropyl、cyclobutyl、cyclopentyl、cyclohexyl or phenyl, and R4 is piperidyl were studied recently.Their synthesis is followed by the retrosynthesis. We attempted to modify the synthesis methods from literature for obtaining the best methods of more useful derivatives. We adopted three synthesis pathways such as Mitsunobu reaction、Friedel- Craft’s reaction and organomagnesium (Grignard reagents) reaction. In these experiments, the products of the reaction with Grignard reagents have been found that were easily to be synthesized, separated, and produced a high yield ( 30∼40 %).The results are discussed by physical methods in detail.
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