2-(二-仲-丁氧基甲氧基)丁烷 | 16754-48-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-(二-仲-丁氧基甲氧基)丁烷
• 英文名称: tri-sec-butyl orthoformate
• 英文别名: Orthoameisensaeure-tris-<(+/-)-sec-butyl>-ester；tri(2-butyl) orthoformate；2-[Di(sec-butoxy)methoxy]butane；2-[di(butan-2-yloxy)methoxy]butane
• CAS: 16754-48-6
• 化学式: C₁₃H₂₈O₃
• 分子量: 232.364
• InChiKey: IFHAZTNQCKGTRS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(二-仲-丁氧基甲氧基)丁烷 在 sodium hydride 、 对甲苯磺酸 作用下， 生成 tetra-sec-butoxy-ethene
  参考文献：
  名称：

  Scheeren,J.W. et al., Recueil des Travaux Chimiques des Pays-Bas, 1973, vol. 92, p. 11 - 19

  摘要：

  DOI：

文献信息

• A Simple and Efficient Procedure for the Synthesis of Ketone Di-sec-alkyl ­Acetals
  作者：Tsuneo Sato、Fumiaki Ono、Hirotaka Takenaka、Yuko Eguchi、Masato Endo

  DOI：10.1055/s-0028-1087534

  日期：2009.2

  Ketone di- SEC-alkyl acetals are obtainedin good to excellent yields by treatment of ketones with tri- SEC-alkyl orthoformate and the correspondingalcohol in the presence of a catalytic amount of cerium(III) trifluoromethanesulfonate.

  通过在催化量的三氟甲磺酸铈 (III) 存在下用三-SEC-烷基原甲酸酯和相应的醇处理酮，以良好至极好的收率获得酮二-SEC-烷基缩醛。
• A Facile Synthesis of 2-Aza-1,3-butadienes
  作者：Hidenori Okamoto、Shozo Kato

  DOI：10.1246/bcsj.64.766

  日期：1991.3

  2-Aza-1,3-butadienes bearing alkoxyl substituent were obtained easily by the reaction of ketimines with orthoesters. The reaction proceeded smoothly by the addition of small amount of p-toluenesulfonic acid. When acetals were used in place of orthoesters, the corresponding 2-aza-1,3-butadienes were similarly prepared.

  带有烷氧基取代基的2-氮杂-1,3-丁二烯是通过酮亚胺与邻醇醚的反应轻松获得的。在加入少量对甲苯磺酸后，反应顺利进行。当使用醚基替代邻醇醚时，相应的2-氮杂-1,3-丁二烯同样得以制备。
• [EN] PROCESS FOR PRODUCING TRIFLUOROMETHYL-SUBSTITUTED 2-ALKOXYACETOPHENONE DERIVATIVES<br/>[FR] PROCEDE DE PRODUCTION DE DERIVES DE 2-ALCOXYACETOPHENONE TRIFLUOROMETHYLE-SUBSTITUEE
  申请人：CENTRAL GLASS CO LTD

  公开号：WO2004014887A1

  公开（公告）日：2004-02-19

  A process for producing a brominated acetal (represented by the formula 3) includes (a) brominating a trifluoromethyl-substituted acetophenone by Br2 in the presence of an alkylene diol. It is optional to produce a trifluoromethyl-substituted 2-alkoxyacetophenone derivative (represented by the formula 9) by (b) reacting the brominated acetal with a metal alkoxide, thereby converting the brominated acetal into an ether; and (c) hydrolyzing the ether in the presence of an acid catalyst to remove an acetal group from the ether, thereby producing the 2-alkoxyacetophenone derivative. Alternatively, the 2-alkoxyacetophenone can be produced by (a) reacting a trifluoromethyl-substituted phenacyl halide with an acetalization agent, thereby converting the phenacyl halide into an acetal; (b) reacting the acetal with a metal alkoxide, thereby converting the acetal into an ether; and (c) hydrolyzing the ether in the presence of an acid catalyst to remove the acetal group from the ether.

  生产溴代缩醛（化学式3）的过程包括：（a）在烷基二醇存在下，用Br2对三氟甲基取代的乙酰苯甲酮进行溴化。可以通过以下步骤制备三氟甲基取代的2-烷氧基乙酰苯甲酮衍生物（化学式9）：（b）将溴代缩醛与金属烷氧化物反应，将溴代缩醛转化为醚；（c）在酸催化剂存在下水解醚，从而从醚中去除缩醛基，从而制备2-烷氧基乙酰苯甲酮衍生物。或者，可以通过以下步骤制备2-烷氧基乙酰苯甲酮：（a）将三氟甲基取代的苯甲酰卤与缩醛化试剂反应，将苯甲酰卤转化为缩醛；（b）将缩醛与金属烷氧化物反应，将缩醛转化为醚；（c）在酸催化剂存在下水解醚，从而从醚中去除缩醛基。
• Production of secondaryalkoxy-1-alkenes
  申请人：Creanova Inc.

  公开号：US06235944B1

  公开（公告）日：2001-05-22

  The present invention relates to a general synthesis for producing secondaryalkoxy-1-alkenes in commercial quantities in good yields by reacting cyclic and acyclic ketones and the corresponding alcohol with a secondary alkyl orthoformate ester in the presence of an acid catalyst, a Lewis acid, ferric chloride being preferred, and recovering the produce as a liquid of high purity.

  本发明涉及一种通用合成方法，用于以商业数量和良好的产率生产次级烷氧基-1-烯烃，其中通过在酸催化剂的存在下，将环状和非环状酮及相应的醇与次级烷基正甲酸酯反应，优选使用Lewis酸，如氯化铁，并将产物以高纯度液体的形式回收。
• Process for the production of secondary alkoxy-1-alkenes
  申请人：Creanova Inc.

  公开号：EP1022266A1

  公开（公告）日：2000-07-26

  The present invention relates to a general synthesis for producing secondaryalkoxy-1-alkenes in commercial quantities in good yields by reacting cyclic and acyclic ketones and the corresponding alcohol with a secondary alkyl orthoformate ester in the presence of an acid catalyst, Lewis acids, and recovering the product as a liquid of high purity.

  本发明涉及一种通用合成方法，通过在酸催化剂、路易斯酸存在下，使环酮和无环酮及相应的醇与仲烷基原甲酸酯反应，并以高纯度液体形式回收产物，从而以良好的收率生产出商品量的仲烷氧基-1-烯烃。