trans-2-phenyl-4-hydroxymethyl-1,3-dioxolane | 25687-63-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: trans-2-phenyl-4-hydroxymethyl-1,3-dioxolane
• 英文别名: trans-4-hydroxymethyl-2-phenyl-1,3-dioxolane；DL-trans-4-Hydroxymethyl-2-phenyl-1,3-dioxolan；[(2R,4R)-2-Phenyl-1,3-dioxolan-4-yl]methanol
• CAS: 25687-63-2
• 化学式: C₁₀H₁₂O₃
• 分子量: 180.203
• InChiKey: AUDDNHGBAJNKEH-NXEZZACHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯甲醛 、 甘油 在 硫酸 作用下， 40.0~45.0 ℃ 、1.33 kPa 条件下， 反应 4.0h， 以46%的产率得到2-苯基-1,3-二氧六环-5-醇
  参考文献：
  名称：

  Synthesis of Benzylidene-Protected Dihydroxyacetone.

  摘要：

  DOI：

  10.3891/acta.chem.scand.50-0185

文献信息

• Indium(III) triflate catalysed transacetalisation reactions of diols and triols under solvent-free conditions
  作者：Brendan M. Smith、Tomasz M. Kubczyk、Andrew E. Graham

  DOI：10.1016/j.tet.2012.07.048

  日期：2012.9

  acetals and ketals undergo transacetalisation in the presence of catalytic quantities of indium(III) triflate (In(OTf)3) and diols or triols under solvent-free conditions to generate the corresponding cyclic acetals and ketals in excellent yield. The methodology has been further developed to encompass a tandem acetalisation-acetal exchange protocol, which provides a facile and high yielding route to cyclic

  在无溶剂条件下，在催化量的三氟甲磺酸铟（III）（In（OTf）3）和二醇或三醇的存在下，无环缩醛和缩酮进行反缩醛化，从而以优异的产率生成相应的环状缩醛和缩酮。进一步开发了该方法，以涵盖串联缩醛化-缩醛交换方案，该方案在非常温和的反应条件下提供了一种从非反应性酮向环状缩酮的简便且高收率的途径。
• Conversion of platform chemical glycerol to cyclic acetals promoted by acidic ionic liquids
  作者：Bo Wang、Yue Shen、Jiankui Sun、Feng Xu、Runcang Sun

  DOI：10.1039/c4ra01443j

  日期：——

  The condensation of glycerol, a platform chemical from renewable materials, with benzaldehyde to generate cyclic acetals was investigated using acidic ionic liquid as catalyst. Evidence was presented that the product mixture of 4-hydroxymethyl-2-phenyl-1,3-dioxolane and 5-hydroxyl-2-phenyl-1,3-dioxane, with cis and trans two stereo-isomers for each one identified by 1H NMR were obtained. Further modification

  以酸性离子液体为催化剂，研究了可再生材料的平台化学品甘油与苯甲醛的缩合反应生成环状缩醛。证据表明4-羟甲基-2-苯基-1,3-二氧戊环和5-羟甲基-2-苯基-1,3-二氧六环的产物混合物，分别由顺式和反式两种立体异构体标识为1获得1 H NMR。N-丁基硫酸氢吡啶鎓（[BPy] HSO 4促进的反应条件的进一步修饰）在室温下产生了全环缩醛，收率为99.8％。提出了一种由离子液体构成的微型除水反应器，通过及时将产出水从有机相中转移出来，有利于将缩合平衡转移至产物侧，从而避免了载水剂或反应性蒸馏。此外，产品分离使这种方法更易于可持续的绿色生物质化学方法使用。
• METHOD FOR PRODUCING GLYCERIC ACID ESTER
  申请人：Kao Corporation

  公开号：EP3564226A1

  公开（公告）日：2019-11-06

  The present invention relates to providing a novel glyceric acid ester which can be produced in a high yield and is expected to be applied as a synthetic intermediate, and a method of producing the same. In addition, the present invention relates to providing a novel glyceric acid ester which exhibits a high recovery in a water-washing step after the reaction and a small work load at the time of production, and is expected to be applied as a synthetic intermediate, and a method of producing the same. The present invention provides a method of producing a compound represented by the following formula (II), including a step of oxidatively esterifying a compound represented by the following formula (I): wherein, in the formulae (I) and (II), R1 and R2 each independently represent a hydrogen atom or a monovalent hydrocarbon group, or R1 and R2 are bonded to each other to form a divalent hydrocarbon group for constituting a ring structure, provided that the case where R1 and R2 are a methyl group at the same time is excluded.

  本发明涉及提供一种新型甘油酸酯，该甘油酸酯可以高产率生产，有望用作合成中间体，本发明还涉及生产该甘油酸酯的方法。此外，本发明还涉及提供一种新型甘油酸酯，该甘油酸酯在反应后的水洗步骤中表现出较高的回收率，且生产时的工作量较小，有望用作合成中间体，以及生产该甘油酸酯的方法。本发明提供了一种生产下式（II）代表的化合物的方法，包括氧化酯化下式（I）代表的化合物的步骤： 其中，在式(I)和(II)中，R1 和 R2 各自独立地代表氢原子或一价烃基，或 R1 和 R2 相互键合形成二价烃基，以构成环结构，但不包括 R1 和 R2 同时为甲基的情况。
• METHOD FOR MANUFACTURING 1,3-DIOXANE-5-ONE
  申请人：Kao Corporation

  公开号：EP3564228A1

  公开（公告）日：2019-11-06

  The present invention relates to a method for producing a 1,3-dioxan-5-one by a short-step and simple method from raw materials that are procurable easily and inexpensively, using, as a raw material, a 1,3-dioxane that is a mixture containing a 1,3-dioxolane. Provided is a method for producing a 1,3-dioxan-5-one, including using a mixture of a compound represented by the following formula (I) and a compound represented by the following formula (II) as a raw material, the method including a step of oxidizing the mixture under an oxidative esterification condition (step 2): wherein, in the formulae (I) and (II), R1 and R2 each independently represent a hydrogen atom or a monovalent hydrocarbon group, or R1 and R2 are bonded to each other to form a divalent hydrocarbon group for constituting a ring structure.

  本发明涉及一种利用容易获得且价格低廉的原料，通过短步骤简单方法生产1,3-二氧杂环戊-5-酮的方法，该方法以含有1,3-二氧戊环的1,3-二氧杂环戊-5-酮混合物为原料。本发明提供了一种生产 1，3-二氧戊环-5-酮的方法，包括使用下式（I）代表的化合物和下式（II）代表的化合物的混合物作为原料，该方法包括在氧化酯化条件下氧化该混合物的步骤（步骤 2）： 其中，在式 (I) 和 (II) 中，R1 和 R2 各自独立地代表一个氢原子或一个一价烃基，或 R1 和 R2 相互键合形成一个二价烃基，以构成环状结构。
• Method for producing glyceric acid ester
  申请人：KAO CORPORATION

  公开号：US10822329B2

  公开（公告）日：2020-11-03

  The present invention relates to providing a novel glyceric acid ester which can be produced in a high yield and is expected to be applied as a synthetic intermediate, and a method of producing the same. In addition, the present invention relates to providing a novel glyceric acid ester which exhibits a high recovery in a water-washing step after the reaction and a small work load at the time of production, and is expected to be applied as a synthetic intermediate, and a method of producing the same. The present invention provides a method of producing a compound represented by the following formula (II), including a step of oxidatively esterifying a compound represented by the following formula (I): wherein, in the formulae (I) and (II), R1 and R2 each independently represent a hydrogen atom or a monovalent hydrocarbon group, or R1 and R2 are bonded to each other to form a divalent hydrocarbon group for constituting a ring structure, provided that the case where R1 and R2 are a methyl group at the same time is excluded.

  本发明涉及提供一种新型甘油酸酯，该甘油酸酯可以高产率生产，有望用作合成中间体，本发明还涉及生产该甘油酸酯的方法。此外，本发明还涉及提供一种新型甘油酸酯，该甘油酸酯在反应后的水洗步骤中表现出较高的回收率，且生产时的工作量较小，有望用作合成中间体，以及生产该甘油酸酯的方法。本发明提供了一种生产下式（II）代表的化合物的方法，包括氧化酯化下式（I）代表的化合物的步骤： 其中，在式(I)和(II)中，R1和R2各自独立地代表氢原子或一价烃基，或者R1和R2相互键合形成二价烃基，以构成环状结构，但不包括R1和R2同时为甲基的情况。