ISSN : 1225-0112(Print)
ISSN : 2288-4505(Online)
ISSN : 2288-4505(Online)
RESEARCH PAPERS : Syntheses of New Lactones Containing Phenyl or Methyl Groups
Abstract
Four new lactones and one dibenzo crown ether were synthesized by reaction of dihydroxy compound with oxalyl chloride and with α,ω-dibromo compound, respectively. 5,6,11,12-Tetracarbonyl-2,2,3,3,8,8,9,9-octaphenyl-1,4,7,10-tetraoxacyclodode- cane(1), 5,6,11,12-tetracarbonyl-2,2,3,3,8,8,9,9-octamethyl-1,4,7,10-tetraoxacyclododecane(2), 7,8,15,16-tetracarbonyl-1,6,9,14-tetraoxacylclohexadecane(3), and 5,6,11,12-tetracarbonyl- 2,3,8,9- tetraphenyl-1,4,7,10-tetraoxacyclododecane(4) were prepared by reaction of oxalyl chloride with benzopinacol, pinacol, 2,2'-dihydroxybiphenyl and hydrobenzoin, respectively, in the presence of pyridine. Dibenzo-13-crown-4 (5) was obtained by reaction of catechol with 1,3-dibromopropane/1,2-dibromoethane
연구논문 : 페닐기 및 메틸기를 포함하는 새로운 lactone 의 합성
초록
디히드록시 화합물과 oxalyl chloride의 반응에 의해 4가지 새로운 lactone류와 α,ω-dibromo 화합물과의 반응에 의해 dibenzo crown ether를 합성하였다. 5,6,11,12- Tetracarbonyl-2,2,3,3,8,8,9,9-octaphenyl-1,4,7,10-tetraoxacyclododecane(1), 5,6,11,12- tetracarbonyl-2,2,3,3,8,8,9,9-octamethyl-1,4,7,10-tetraoxacyclododecane(2), 7,8,15,16- tetracarbonyl-1,6,9,14-tetraoxacylclohexadecane(3), 5,6,11,12-tetracarbonyl-2,3,8,9- tetraphenyl-1,4,7,10-tetraoxacyclododecane(4)는 pyridine 존재 하에서 각각 benzopinacol, pinacol, 2,2'-dihydroxybiphenyl, hydrobenzoin과 oxalyl chloride의 반응에 의해 합성하였다. Dibenzo-13-crown-4(5)는 catechol과 1,3-dibromopropane/1,2-dibromoethane의 반응에 의해 각각 25%, 12%, 20%, 75%, 25%의 수율로 합성하였다.