A synthesis of 2,6-diacetyldeuterioporphyrin II dimethyl ester

Abstract

Self-condensation of 4′-acetyl-5-formyl-3-(2-methoxycarbonylethyl)-3′,4-dimethyldipyrrolylmethane gave a good yield of 2,6-diacetyl-4,8-di-(2-methoxycarbonylethyl)-1,3,5,7-tetramethylporphin (2,6-diacetyldeuterioporphyrin II dimethyl ester) after 70 minutes in hydrogen bromide–glacial acetic acid (0·09% w/v) in the presence of acetic anhydride (4% v/v). In the absence of acetic anhydride the reaction gave a poor yield of a porphyrin which, from spectroscopic evidence, appeared to be 2,3-diacetyl-5,8-di-(2-methoxycarbonylethyl)-1,4,6,7-tetramethylporphin (2,3-diacetyldeuterioporphyrin XII dimethyl ester).