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ISSN : 1225-0112(Print)
ISSN : 2288-4505(Online)
Applied Chemistry for Engineering Vol.9 No.6 pp.842-845
DOI :

RESEARCH PAPERS : Syntheses of New Lactones Containing Phenyl or Methyl Groups

Seung Hyun Chang , Sang Chil Moon , Hak Hee Kim , Kap Duk Lee , Kwang Bo Chung

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

장승현,문상칠,김학희,이갑득,정광보

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.

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