• Spectroscopy and Spectral Analysis
  • Vol. 32, Issue 5, 1238 (2012)
WEI Lin* and QIU Fei
Author Affiliations
  • [in Chinese]
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    DOI: 10.3964/j.issn.1000-0593(2012)05-1238-03 Cite this Article
    WEI Lin, QIU Fei. FTIR Study on the Reduction of 1-Benzyl-3-Hydroxypyrrolidine-2,5-Dione[J]. Spectroscopy and Spectral Analysis, 2012, 32(5): 1238 Copy Citation Text show less

    Abstract

    The title compound was synthesized by reducing (S)-1-benzyl-3-hydroxypyrrolidine-2,5-dione with sodium borohydride-iodin. The raw material, intermediate, and the end product were characterized by IR spectra and the mechanism of reduction of imide by sodium borohydride-iodin was also studied by IR spectra. According to the IR spectra, it was concluded that the product was (S)-1-bezyl-3-hydroxypyrrolidine. The mechanism of the reduction is that borane, formed in situ by reacting sodium borohydride with iodine, partly was conjugated to carbonyl to form four-member-ring intermediate and partly conjugated to nitrogen. (S)-1-benzyl-3-hydroxypyrrolidine/BH3 complex was gained when the reduction finished. The title compound was obtained by removing borane from the complex in methanol.
    WEI Lin, QIU Fei. FTIR Study on the Reduction of 1-Benzyl-3-Hydroxypyrrolidine-2,5-Dione[J]. Spectroscopy and Spectral Analysis, 2012, 32(5): 1238
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