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Carbonylation of 1-Bromo-2,6-bis(bromomethyl)benzene Catalyzed by Cobalt Carbonyl

  • Sang Chul Shim (Department of Industrial Chemistry, Kyungpook National University) ;
  • Shin Ae Chae (Department of Industrial Chemistry, Kyungpook National University) ;
  • Dong Yeob Lee (Department of Industrial Chemistry, Kyungpook National University) ;
  • Young Zoo Youn (Department of Industrial Chemistry, Kyungpook National University) ;
  • Jae Goo Shim (Department of Industrial Chemistry, Kyungpook National University) ;
  • Chil Hoon Doh (EV Task Force Team, Korea Electrotechnology Research Institute)
  • Published : 1993.08.20

Abstract

Dialkyl 1-bromobenzene-2,6-diacetates were easily prepared by the carbonylation of the moiety of benzylic bromide in 1-bromo-2,6-bis(bromomethyl)benzene with alcohol in the presence of NaOAc< TEX>${\cdot}$3H$_2$O and a catalytic amount of Co$_2$(CO)$_8$under the atmospheric pressure of carbon monoxide at room temperature in excellent yield. Alkyl 2,6-bis(alkoxymethyl)benzoates were obtained by the carbonylation of the moiety of aryl bromide in 1-bromo-2,6-bis(alkoxymethyl)-benzene, which derived from 1-bromo-2,6-bis(bromomethyl)benzene, alcohol, NaOR, and CH$_3$I under the same conditions. Alkyl 2,6-bis(carboxymethyl)benzoate was also obtained in a trace amount for 24 hrs at room temperature.

Keywords

References

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Cited by

  1. ChemInform Abstract: Carbonylation of 1-Bromo-2,6-bis(bromomethyl)benzene Catalyzed by Cobalt Carbonyl. vol.25, pp.12, 1993, https://doi.org/10.1002/chin.199412151