Chem. J. Chinese Universities ›› 2000, Vol. 21 ›› Issue (1): 74.

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A Facile Synthesis of Dallacker Bislactone

FU Bin, ZHAO Chen, ZHANG Pang   

  1. College of Chemical and Molecular Engineering, Peking University, Beijing 100871, China
  • Received:1999-04-26 Online:2000-01-24 Published:2000-01-24

Abstract: Dihydro-9,9,10,10-bis(propiono-γ-lactono)-phenanthrene was synthesized by five steps of reaction with an overall yield of 24%, 7% better than Dallacker synthesis in eight steps. Ethyl 3-(o-iodobenzoyl)propionate was also synthesized from o-iodobenzoyl chloride and triethyl ethane-1,1,2-tricarboxylate in two steps of reaction with an overall yield of 43%, 13% better than the above synthesis. The acylation of triethyl ethane-1,1,2-tri-carboxylate by diphenoyl chloride was also studied and reasonably good yields obtained.

Key words: Dihydrophenanthrenebislactone, Perylenequinone, McMurry reaction

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