1255709-15-9Relevant articles and documents
Selective synthesis of 1,4-dialkylbenzenes from terephthalic acid
Bramborg, Andrea,Linker, Torsten
supporting information; experimental part, p. 2195 - 2199 (2010/11/04)
Terephthalic acid reacts with alkyl halides under Birch conditions to substituted 1,4-cyclohexadienes in high yields and good stereoselectivities. Electrophiles containing ester or nitrile groups undergo a surprising fragmentation under the reaction conditions. Subsequent treatment with chlorosulfonic acid proceeds by an interesting tandem decarbonylationldecarboxylation, affording 1,4-dialkylbenzenes in excellent regioselectivity. Thus our new method is superior to classical Friedel-Crafts alkylations.