Spectroscopy and Spectral Analysis, Volume. 32, Issue 5, 1238(2012)

FTIR Study on the Reduction of 1-Benzyl-3-Hydroxypyrrolidine-2,5-Dione

WEI Lin* and QIU Fei
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    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.

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    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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    Paper Information

    Received: Sep. 13, 2011

    Accepted: --

    Published Online: Jun. 14, 2012

    The Author Email: Lin WEI (waip50@126.com)

    DOI:10.3964/j.issn.1000-0593(2012)05-1238-03

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