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    • 74. 发明授权
    • Preparation of sugar ketals
    • 糖缩酮的制备
    • US4681936A
    • 1987-07-21
    • US826317
    • 1986-02-05
    • Klaus-Peter PfaffJoachim PaustHorst Hartmann
    • Klaus-Peter PfaffJoachim PaustHorst Hartmann
    • C07H1/00B01J31/00C07B61/00C07H9/04
    • C07H9/04
    • Sugar ketals are prepared by reacting a sugar with a ketone in the presence of an acid catalyst by a process in whichA. a molecular boron trifluoride compound or trifluoromethanesulfonic acid is used in an amount of only from 0.01 to 10% by weight, based on the sugar used,B. up to a 30-fold molar excess of the ketone is used andC. the water formed during the reaction is removed continuously from the reaction mixture.In a particularly advantageous embodiment of the process, the boron trifluoride is used in the form of boron trifluoride etherate and, when the reaction is complete, this compound or the trifluoromethanesulfonic acid is rendered ineffective under non-aqueous conditions, after which the ketone is evaporated off and the reaction mixture is then subjected to fractional distillation. The process is particularly important for the reaction of L-sorbose with acetone to obtain 2,3:4,6-di-O-isopropylidene-L-sorbofuranose, which is required for the synthesis of ascorbic acid.
    • 糖缩成物是通过在酸催化剂存在下使糖与酮反应的方法制备的,其中A为分子三氟化硼化合物或三氟甲磺酸的用量,其量仅为0.01至10重量%,基于 使用的糖,B.使用高达30倍摩尔过量的酮,并且C.从反应混合物中连续除去反应期间形成的水。 在该方法的特别有利的实施方案中,三氟化硼以三氟化硼醚合物的形式使用,当反应完成时,该化合物或三氟甲磺酸在非水性条件下变得无效,之后酮蒸发 然后将反应混合物进行分馏。 该方法对于L-山梨糖与丙酮的反应特别重要,得到合成抗坏血酸所需的2,3:4,6-二-O-异亚丙基-L-山梨糖。