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Volumn 53, Issue 40, 1997, Pages 13567-13582

Synthesis and structures of isomerically pure bis-(alkylbenzo) crown ethers

Author keywords

[No Author keywords available]

Indexed keywords

CROWN ETHER DERIVATIVE;

EID: 0030886716     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)00932-0     Document Type: Article
Times cited : (12)

References (42)
  • 14
    • 0343449167 scopus 로고    scopus 로고
    • private communication
    • Dietz, M. L.; Hay, B. P. private communication. See also: (a) Gula, M. J.; Bartsch, R. A. U.S. Patent 5 478 953, 1994; Chem Abstr. 1994, 124. 232501.
    • Dietz, M.L.1    Hay, B.P.2
  • 15
    • 0343449166 scopus 로고    scopus 로고
    • R. A. U.S. Patent 5 478 953, 1994
    • Dietz, M. L.; Hay, B. P. private communication. See also: (a) Gula, M. J.; Bartsch, R. A. U.S. Patent 5 478 953, 1994; Chem Abstr. 1994, 124. 232501.
    • Gula, M.J.1
  • 16
    • 0343013522 scopus 로고
    • Dietz, M. L.; Hay, B. P. private communication. See also: (a) Gula, M. J.; Bartsch, R. A. U.S. Patent 5 478 953, 1994; Chem Abstr. 1994, 124. 232501.
    • (1994) Chem Abstr. , vol.124 , pp. 232501
  • 17
    • 0343013521 scopus 로고    scopus 로고
    • U.S. Patent 5 100 585, 1990
    • (b) Horwitz, E. P.; Dietz, M. L. U.S. Patent 5 100 585, 1990; Chem Abstr. 1990, 117, 35370.
    • Horwitz, E.P.1    Dietz, M.L.2
  • 18
    • 0343449165 scopus 로고
    • (b) Horwitz, E. P.; Dietz, M. L. U.S. Patent 5 100 585, 1990; Chem Abstr. 1990, 117, 35370.
    • (1990) Chem Abstr. , vol.117 , pp. 35370
  • 38
    • 0343449161 scopus 로고    scopus 로고
    • note
    • The solvent recovery distillation head serves conveniently as an addition funnel and for solvent removal.
  • 39
    • 0343449160 scopus 로고    scopus 로고
    • note
    • Triglyme was found to serve particularily well as a solvent for the Claissen rearrangement and also for the subsequent ether synthesis.
  • 41
    • 0342579182 scopus 로고    scopus 로고
    • note
    • Addition of sodium hydroxide pellets at ∼100 °C results in rapid dissolution of the base without excessive heating of the reaction mixture. Addition at lower temperatures (<100°C) requires more time for the sodium hydroxide to dissolve, while addition at higher temperature (∼150°C) results in violent reaction of the base and overheating of the reaction mixture
  • 42
    • 0343449158 scopus 로고    scopus 로고
    • note
    • The bis-formyl ester hydrolized sufficiently upon work-up and chromatography to preclude obtaining good spectral data or elemental analysis. The NMR spectra of the crude product were consistant with the proposed structure.


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