Purification of intermediates and byproducts in the synthesis of (2,6-dimethylphenyl)-triphenylmethane

CHED 423

Kimberly Carrie Strohl, Timothy Stephen Repas, and Dale Robert Powers, dpowers@elmira.edu. Division of Math and Natural Science, Elmira College, 1 Park Place, Elmira, NY 14901
The synthesis of (2,6-dimethylphenyl)-triphenylmethane (I) produces several products. (Powers, Boeltz, and Drahl – 231st ACS National Meeting, 2006; Strohl and Powers 233rd ACS Meeting 2007) Improved synthesis of compound V was accomplished along with purification to 99.5%, mp. 79.0 – 81.5. Separation of the byproducts of the reaction of compound V with aniline hydrochloride was accomplished by ether/water extraction at controlled pH's and by column chromatography. The fixed phase was silica gel and the mobile phase was a combination of diethyl ether and ethanol. The GC/MS results for the various compounds will be reported.