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0013122799
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note
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1H NMR.
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28
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0013071924
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note
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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%.
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29
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0013074928
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note
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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).
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30
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0013072314
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note
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1H NMR.
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31
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0013071925
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note
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Sodium borohydride catalyzed borohydride reducing systems, Thiokol/ventron division, 150 Andover street, Danvers, Massachusetts, 01923, U.S.A., +1(617)7743100, 3.
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32
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0013118861
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note
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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.
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