Garren E. Maas

The synthesis of some substituted macrocyclic ether-ester compounds

Abstract A series of macrocyclic ether-esters has been prepared by treating various glycols with adipoyl chloride and various substituted malonyl, succinyl and glutaryl chlorides. The prepared compounds include: 15-ethyl- and 15-phenyl-1,4,7,10,13-pentaoxacyclohexadecane-14,16-dione ( 5 and 6 ); 15-methyl-, 15-phenyl-, cis -cyclohexo-[o]-and benzo-[o]-1,4,7,10,13-pentaoxacycloheptadecane-14,17-dione ( 7–10 ); trans,trans -1,4,7,10,13,18,21,24,27,30-de-caoxacyclotetratriacontane-15, 32-diene-14,17,31,34-tetraone ( 11 ); 1,4,7,10,13-pentaoxacyclooctadecane-14,18-dione ( 12 ); 15,15,16,16,17,17-hexafluoro- and 16-methyl-1,4,7,10,13-pentaoxacyclooctadecane-14,18-dione ( 13 and 14 ); 1,4,7,10-tetraoxacyclohexadecane-11,16-dione ( 15 ); and 1,4,7,10,13-pentaoxacyclononadecane-14,19-dione ( 16 ).