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DOI: 10.1039/A703432F (Paper) Reference Section for: J. Chem. Res. (S), 1997, 374-375

Effect of Cation Capture by Crown Ether and Polar Solvent in the Carboxylation with CO2 of Alkali Metal 2-Naphtholates under Ordinary Conditions†

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Joseph Baxter and Tatsuaki Yamaguchi

Abstract

An efficient method for the carboxylation of sodium 2-naphtholate and potassium 2-naphtholate in benzene with 10 mol% of crown ether or aprotic polar solvents under 1 atm of carbon dioxide at 60 °C affords 2-hydroxynaphthalene-1-carboxylic acid in yields ranging from 14.6 to 43.8% and 26.7 to 66.0%, respectively.

References

  1. C. T. Pedersen and H. K. Frensdorff, Angew. Chem., Int. Ed. Engl., 1972, 11, 16 Search PubMed.
  2. J. M. Lehn, Acc. Chem. Res., 1978, 11, 49 Search PubMed.
  3. D. J. Cram and J. M. Cram, Acc. Chem. Res., 1978, 11, 8 Search PubMed.
  4. J. M. Lehn, Science, 1985, 227, 849 Search PubMed.
  5. R. M. Izatt, J. S. Brawshaw, S. A. Neilson, J. D. Lamb, J. J. Christensen and D. Sen, Chem. Rev., 1985, 85, 271 Search PubMed.
  6. F. Seidel, L. Wolf and H. Krause, J. Prakt. Chem., 1955, 91, 53 Search PubMed.
  7. W. H. Meek and C. H. Fuchsman, J. Chem. Eng. Data, 1969, 14, 388 Search PubMed.
  8. T. Yamaguchi, N. Nagaoka and K. Takahashi, J. Chem. Soc. Jpn., 1989, 7, 1164 Search PubMed.
  9. K. Takahashi and T. Yamaguchi, Jpn. Kokai Tokkyo Koho JP, 01,316,343, 1989 Search PubMed.
  10. L. M. Thomassen, T. Ellingsen and J. Ugelstad, Acta. Chem. Scand., 1971, 254, 3024 Search PubMed.
  11. C. J. Pedersen, J. Am. Chem. Soc., 1967, 89, 7017 Search PubMed.
  12. K. Takahashi and T. Yamaguchi, Jpn. Kokai Tokkyo Koho JP, 02,235,844, 1990 Search PubMed.
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