15121-62-7Relevant academic research and scientific papers
AN IMPROVED SYNTHESIS OF HEXAMETHYLPHENALENE
Boudjouk, Philip,Ohrbom, Walter H.,Woell, James B.
, p. 401 - 410 (2007/10/02)
The synthesis of 1,3,4,6,7,9-hexamethylphenalene (2) has been improved from 15 steps to a four step procedure.The overall yield has been increased from an estimated 5percent to 45percent.Key steps in the synthesis are the reaction of 3,5-dimethylbenzylmagnesium chloride with 2,4-pentanedioato lithium in THF to make 5-(3,5-dimethylphenyl)-4-methyl-4-hydroxy-2-pentanone (5) and the Lewis acid acylation-alkation of 1,3,6,8-tetramethylnaphthalene using 3-chlorobutanoic chloride in hexane with sonicaton to make 1,3,4,6,7,9-hexamethyl-phenalane (2).
