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Volumn 8, Issue 5, 2006, Pages 649-651

High-throughput ester hydrolysis with catch-and-release isolation of carboxylic acids

Author keywords

[No Author keywords available]

Indexed keywords

ANION EXCHANGE RESIN; CARBOXYLIC ACID; ESTER; ION EXCHANGE RESIN;

EID: 33750069465     PISSN: 15204766     EISSN: None     Source Type: Journal    
DOI: 10.1021/cc060064r     Document Type: Article
Times cited : (12)

References (18)
  • 2
    • 8644275496 scopus 로고    scopus 로고
    • references cited therein
    • Non-aqueous methods for ester hydrolysis have been reported. For example, see: Anderson, M. O.; Moser, J.; Sherrill, J.; Guy, R. K. Synlett 2004, 2391 and references cited therein.
    • (2004) Synlett , vol.2391
    • Anderson, M.O.1    Moser, J.2    Sherrill, J.3    Guy, R.K.4
  • 6
    • 33750053184 scopus 로고    scopus 로고
    • Polymer-supported hydroxide
    • Wipf, P. Ed.; Handbook of Reagents for Organic Synthesis Series; John Wiley & Sons: The Atrium, Southern Gate, Chichester, West Sussex PO19 8SQ, England
    • (a) Ley, S. V.; Baxendale, I. R.; Le, A-L. Polymer-supported Hydroxide. In Reagents for High-Throughput Solid-Phase and Solution-Phase Organic Synthesis; Wipf, P. Ed.; Handbook of Reagents for Organic Synthesis Series; John Wiley & Sons: The Atrium, Southern Gate, Chichester, West Sussex PO19 8SQ, England, 2005; p 235.
    • (2005) Reagents for High-Throughput Solid-Phase and Solution-Phase Organic Synthesis , pp. 235
    • Ley, S.V.1    Baxendale, I.R.2    Le, A.-L.3
  • 13
    • 33750083527 scopus 로고    scopus 로고
    • note
    • The choice of methanol was based on the observation that all the commercially available acid products had good solubility in this solvent.
  • 15
    • 0001503468 scopus 로고
    • Bobbitt, J. M.; Scola, D. A. J. Org. Chem. 1960, 25, 560. It is noteworthy that although some hydrolysis of the aromatic nitrile was observed under the reaction conditions, for the reactions run in acetonitrile, no hydrolysis of the solvent aliphatic nitrile was observed.
    • (1960) J. Org. Chem. , vol.25 , pp. 560
    • Bobbitt, J.M.1    Scola, D.A.2
  • 17
    • 33750092155 scopus 로고
    • Simpson, N., Van Horne, K. C., Eds.; Varian Sample Preparation Products: Harbor City, CA
    • Simpson, N., Van Horne, K. C., Eds.; Varian Sample Preparation Products: Harbor City, CA, 1993; pp 118-120.
    • (1993) , pp. 118-120
  • 18
    • 33750049552 scopus 로고    scopus 로고
    • note
    • It was observed that dilute HCl could not be used in methanol because re-esterification of product acids was noted. Formic acid did not demonstrate this liability for the examples described herein.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.