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Volumn , Issue 5, 2003, Pages 639-642

Sodium borohydride reduction and selective transesterification of β-keto esters in a one-pot reaction under mild conditions

Author keywords

hydroxy esters; keto esters; One pot reaction; Sodium borohydride; Transesterification

Indexed keywords

ALCOHOL; ALLYL ALCOHOL; CARBONYL DERIVATIVE; ESTER DERIVATIVE; IMINE; METHANOL; SODIUM BOROHYDRIDE; SOLVENT;

EID: 0037263687     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (21)

References (32)
  • 27
    • 0013122799 scopus 로고    scopus 로고
    • note
    • 1H NMR.
  • 28
    • 0013071924 scopus 로고    scopus 로고
    • note
    • Large excess of alcohol improves the yield of the reaction. The isolated yield in these reactions is limited because of two reasons: a) during work up of the reaction a loss of 10-15% was observed due to the formation of the corresponding hydroxy acid and b) separation by column chromatography of two similar compounds (two β-hydroxy esters), is challenging and leads to a loss of 10-12%.
  • 29
    • 0013074928 scopus 로고    scopus 로고
    • note
    • 13C NMR: δ = 171.27 (C1), 142.48 (C4, arom.), 125.60, 127.30, 129.30 (arom.), 77.70 (C3), 76.60 (C2′), 70.20 (C3′), 50.70 (C1′), 43.20 (C2).
  • 30
    • 0013072314 scopus 로고    scopus 로고
    • note
    • 1H NMR.
  • 31
    • 0013071925 scopus 로고    scopus 로고
    • note
    • Sodium borohydride catalyzed borohydride reducing systems, Thiokol/ventron division, 150 Andover street, Danvers, Massachusetts, 01923, U.S.A., +1(617)7743100, 3.
  • 32
    • 0013118861 scopus 로고    scopus 로고
    • note
    • Methyl 3-hydroxy butyrate was treated with sodium ethoxide in presence of large excess of dry ethanol and the reaction was allowed to run for more than 2 h.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.