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Synthesis of alkoxybenzhydryl akylamines, local anesthetics from Schiff bases and phenyllithium

Thies, Heinrich ; Schönenberger, Helmut ; Borah, K.


The use of PhLi instead of PhMgBr gave improved yields of the title compds. (I). Thus, a soln. of 0.3 mole 0-, m-, or p-HOC6H4CHO in 150 ml. 2N KOH was treated with 0.103 mole Me2SO4 or Et2SO4 and shaken 5 min. The procedure was repeated twice, then the mixt. was shaken 0.5 hr., treated with 30 ml. 2N KOH and refluxed 0.5 hr. The cooled soln. was extd. with CHCl3, which ext. was dried and evapd. ...


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