The aim of our work was to develop a synthetic pathway in order to obtain 1,2,3,4,4a,10,11,11a-octahydro-3- (5H-dibenzo-[a,d]cyclohepten-5-ilyden)-N,N-dimethylpropylamine, an impurity arising from the Amitriptyline industrial production and reported in the most important Pharmacopoeias. To own a standard of the aforementioned impurity is useful for any company that wants to market Amitriptyline. We performed the synthesis of the target compound in 9 steps, with a good overall yield, exploiting as a keystep a MW-assisted Heck-reaction. Moreover MW heating was successful in the optimization of the entire synthetic scheme.
A practical and improved synthesis of 1, 2, 3, 4, 4a, 10, 11, 11a-octahydro-3-(5H-dibenzo-[a,d]cyclohepten-5-ilyden)-N,N-dimethylpropylamine
SERRA, MASSIMO;BRUSASCA, MARCO;TAMBINI, SIMONE MARIA
2008-01-01
Abstract
The aim of our work was to develop a synthetic pathway in order to obtain 1,2,3,4,4a,10,11,11a-octahydro-3- (5H-dibenzo-[a,d]cyclohepten-5-ilyden)-N,N-dimethylpropylamine, an impurity arising from the Amitriptyline industrial production and reported in the most important Pharmacopoeias. To own a standard of the aforementioned impurity is useful for any company that wants to market Amitriptyline. We performed the synthesis of the target compound in 9 steps, with a good overall yield, exploiting as a keystep a MW-assisted Heck-reaction. Moreover MW heating was successful in the optimization of the entire synthetic scheme.File in questo prodotto:
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