5585-73-9

Evadyne,Ayerst,UK,1975

b-blocker

A solution of dibenzo[a,e]cycloheptadiene in anhydrous xylene is added in a dropwise fashion with stirring to a suspension of sodium hydride in refluxing anhydrous xylene. The mixture is heated at reflux for two hours with continual agitation and there is then added dropwise a solution of 2-methyl-3- dimethylaminopropyl chloride in an equal volume of xylene. The mixture is then heated for fifteen hours, after which time it is cooled and decomposed by the cautious addition of ice water. The layers are separated and the aqueous layer extracted with ether. The combined organic layers are next extracted with 10% hydrochloric acid and the acidic extracts then rendered alkaline by the addition of ammonium hydroxide. The precipitated oil is extracted three times with chloroform. The chloroform extracts are dried and concentrated in vacuo, the residue being distiiled to yield the product.

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