Zhang Dao-zhen
2010
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Journal
Guangzhou Chemical Industry
Abstract
4-[1-(4-dimethylamino)-1-(4-fluorophenyl) butenyl]-3-(hydroxymethyl) benzonitrile was a by-product when producing the antidepressant citalopram.It had a great value to studying the quality of citalopram.In order to synthesize it,4-[4-(dimethylamino)-1-(4-fluorophenyl)-hydroxy-butyl]3-(hydroxymethyl)-benzonitrile used as the starting material,acylated by 2,2-dimethylpropanoyl chloride,then dehydrated by TSCL,hydrolyzed by the catalyst of NaOH solution,and finally recrystallization with toluene in order to get the purity of the product more than 99%.The total yield of this synthetic route can get to 49%.