2-methoxy-ethoxymethyl acetate | 903501-02-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-methoxy-ethoxymethyl acetate
• 英文别名: 1-acetoxymethoxy-2-methoxy-ethane；2-Methoxyethoxymethyl acetate
• CAS: 903501-02-0
• 化学式: C₆H₁₂O₄
• 分子量: 148.159
• InChiKey: XWPSEWNIMZEDRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-methoxy-ethoxymethyl acetate 、 三甲基氰硅烷 、 苯甲醛 在 iron(III) trifluoromethanesulfonate 作用下， 以 硝基甲烷 为溶剂， 反应 3.5h， 以77%的产率得到(2-Methoxy-ethoxymethoxy)-phenyl-acetonitrile
  参考文献：
  名称：

  Iron(III) triflate-catalyzed one-pot synthesis of acetal-type protected cyanohydrins from carbonyl compounds

  摘要：

  A variety of cyanohydrin THP ethers were readily prepared from carbonyl compounds with trimethylsilyl cyanide and tetrahydropyran-2-yl acetate under the influence of a catalytic amount of iron(III) triflate in a convenient one-pot procedure. This method was also effective to prepare O-protected cyanohydrins by various acetal-type protective groups. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.04.106
• 作为产物：
  描述：

  2-甲氧基乙氧基甲基氯 、 溶剂黄146 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以31%的产率得到2-methoxy-ethoxymethyl acetate
  参考文献：
  名称：

  Iron(III) triflate-catalyzed one-pot synthesis of acetal-type protected cyanohydrins from carbonyl compounds

  摘要：

  A variety of cyanohydrin THP ethers were readily prepared from carbonyl compounds with trimethylsilyl cyanide and tetrahydropyran-2-yl acetate under the influence of a catalytic amount of iron(III) triflate in a convenient one-pot procedure. This method was also effective to prepare O-protected cyanohydrins by various acetal-type protective groups. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.04.106

文献信息

• POSNER G. H.; WEITZBERG M.; HAMILL T. G.; ASIRVATHAM E.; CUN-HENG HE; CLA+, TETRAHEDRON, 42,(1986) N 11, 2919-2929
  作者：POSNER G. H.、 WEITZBERG M.、 HAMILL T. G.、 ASIRVATHAM E.、 CUN-HENG HE、 CLA+

  DOI：——

  日期：——
• Verfahren zur Herstellung von Acylalen
  申请人：HOECHST AKTIENGESELLSCHAFT

  公开号：EP0448006B1

  公开（公告）日：1995-01-25
• US5231221A
  申请人：——

  公开号：US5231221A

  公开（公告）日：1993-07-27
• Iron(III) triflate-catalyzed one-pot synthesis of acetal-type protected cyanohydrins from carbonyl compounds
  作者：Katsuyuki Iwanami、Masaru Aoyagi、Takeshi Oriyama

  DOI：10.1016/j.tetlet.2006.04.106

  日期：2006.7

  A variety of cyanohydrin THP ethers were readily prepared from carbonyl compounds with trimethylsilyl cyanide and tetrahydropyran-2-yl acetate under the influence of a catalytic amount of iron(III) triflate in a convenient one-pot procedure. This method was also effective to prepare O-protected cyanohydrins by various acetal-type protective groups. (c) 2006 Elsevier Ltd. All rights reserved.