Chem. J. Chinese Universities ›› 1983, Vol. 4 ›› Issue (4): 458.

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SYNTHESIS OF ALLYL BENZOCROWN ETHERS

Chen Yuanyin, Yuan Guangpu   

  1. Department of Chemistry, Wuhan University, Wuhan
  • Received:1982-02-15 Online:1983-08-24 Published:1983-08-24

Abstract: In this paper we describe a convenient route to synthesize allyl benzocrown ethers. Monoetherification of catechol with allyl bromide followed by Claisen Rearrangement produced 3-allyl-catechol and 4-allyl-catechol. Treatment of allylcatechols with а, ω-dihalopolyethyle-neglycols led to allyl benzocrown ethers. Thus, by this method, we prepared two new crown ethers, 3-allylbenzo-15-crown-5 and 4-allyl-benzol5-crown-5. Their structures were identified by the data of elemental analysis, IR, MS and PMR spectra. The complex capacities of the above crown ethers for sodium and potassium picrate were determined, and, also, the behaviour of PVC membrane electrodes containing them as active materials was investigated.

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