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    • 3. 发明授权
    • Method for preparing 2-alkenyl-2-oxazolines
    • 2-链烯基-2-恶唑啉的制备方法
    • US4376861A
    • 1983-03-15
    • US327299
    • 1981-12-03
    • James W. LalkGerald C. KolbDonald A. TomaliaPeter W. Owen
    • James W. LalkGerald C. KolbDonald A. TomaliaPeter W. Owen
    • C07D263/12C07D263/14
    • C07D263/14C07D263/12
    • The process comprises the steps of:(A) reacting by contacting an anhydrous or substantially anhydrous 2-alkyl-2-oxazoline with formaldehyde in a molar ratio of at least about 1.5 moles of 2-alkyl-2-oxazoline per mole of formaldehyde, thereby forming 2-(.alpha.-hydroxymethylalkyl)-2-oxazoline,(B) recovering the 2-(.alpha.-hydroxymethylalkyl)-2-oxazoline from the reaction product of step (A), and(C) reacting by contacting the 2-(.alpha.-hydroxymethylalkyl)-2-oxazoline and step B with an alkali or alkaline earth metal hydroxide, thereby forming 2-alkenyl-2-oxazoline.As an example, step A was conducted by reacting 2-ethyl-2-oxazoline (4 moles) having less than 1,000 ppm of water with paraformaldehyde (1 mole) at a reaction temperature of 100.degree. C. for approximately 5.5 hours. The excess oxazoline reactant was removed along with water as "overheads" by fractional distillation of the reaction product, leaving the 2-(.alpha.-hydroxymethylethyl)-2-oxazoline in approximately 96 percent yield. Step C was then conducted by continuously adding the 2-(.alpha.-hydroxymethylethyl)-2-oxazoline to a stirred solution of sodium hydroxide in the mono-methyl ether of triethylene glycol at a temperature of from 100.degree.-105.degree. C. Under these conditions, the 2-isopropenyl-2-oxazoline and water were volatilized and recovered from the overheads. The product yield was approximately 98 percent of theory.
    • 该方法包括以下步骤:(A)使无水或基本上无水的2-烷基-2-恶唑啉与甲醛的摩尔比为至少约1.5摩尔的2-烷基-2-恶唑啉/摩尔甲醛, 从而形成2-(α-羟甲基烷基)-2-恶唑啉,(B)从步骤(A)的反应产物中回收2-(α-羟甲基烷基)-2-恶唑啉,和(C) (α-羟甲基烷基)-2-恶唑啉和步骤B与碱金属或碱土金属氢氧化物反应,从而形成2-链烯基-2-恶唑啉。 作为实例,通过在100℃的反应温度下使具有小于1000ppm水的2-乙基-2-恶唑啉(4摩尔)与多聚甲醛(1摩尔)反应约5.5小时来进行步骤A. 通过反应产物的分馏,将过量的恶唑啉反应物与水一起作为“塔顶馏出物”除去,留下2-(α-羟基甲基乙基)-2-恶唑啉约96%产率。 然后通过将2-(α-羟基甲基乙基)-2-恶唑啉连续加入到三乙二醇的单甲基醚的搅拌的氢氧化钠溶液中,在100〜105℃的温度下进行步骤C.在这些 条件下,将2-异丙烯基-2-恶唑啉和水挥发并从塔顶馏出物中回收。 产品产量约为理论的98%。