3-甲氧基苯甲醛二乙缩醛 | 2403-47-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-甲氧基苯甲醛二乙缩醛
• 英文名称: 3-methoxybenzaldehyde diethyl acetal
• 英文别名: 1-(diethoxymethyl)-3-methoxybenzene；3-Methoxy-benzaldehyd-diaethylacetal；3-Methoxy-benzaldehyd-diethylacetal；m-Methoxybenzaldehyd-diethylacetal
• CAS: 2403-47-6
• 化学式: C₁₂H₁₈O₃
• 分子量: 210.273
• InChiKey: IVBHAPYCHZUCER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2909309090

反应信息

• 作为反应物：
  描述：

  3-甲氧基苯甲醛二乙缩醛 在 cobalt(II) acetate N-羟基邻苯二甲酰亚胺 、 氧气 作用下， 以 乙腈 为溶剂， 20.0 ℃ 、101.32 kPa 条件下， 反应 10.0h， 以95%的产率得到3-甲氧基苯甲酸乙酯
  参考文献：
  名称：

  Efficient Aerobic Oxidation of Acetals to Esters Catalyzed byN-Hydroxy phthalimide (NHPI) and Co(II) under Mild Conditions

  摘要：

  研究了在Co(OAc)2作为共催化剂存在的情况下，使用催化量的N-羟基邻苯二甲酸酰亚胺（NHPI）和分子氧高效氧化多种结构多样的醛，包括开放链醛、1,3-二氧杂环烷及1,3-二氧杂环己烷。

  DOI：

  10.1055/s-2003-42396
• 作为产物：
  描述：

  间甲氧基苯甲醇 、 原甲酸三乙酯 在 In(OSO₂CF₃)3 manganese(IV) oxide 作用下， 以 氯仿 为溶剂， 反应 8.0h， 以77%的产率得到3-甲氧基苯甲醛二乙缩醛
  参考文献：
  名称：

  Sequential and tandem oxidation/acetalization procedures for the direct generation of acetals from alcohols

  摘要：

  Alcohols are transformed directly into either acyclic or cyclic acetals in both tandem and sequential oxidation/acetalization processes using manganese dioxide, trialkyl orthoformates and catalytic quantities of indium triflate. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.05.060

文献信息

• 2,4,4,6-Tetrabromo-2,5-cyclohexadienone (TABCO), N-Bromosuccinimide (NBS) and Bromine as Efficient Catalysts for Dithioacetalization and Oxathioacetalization of Carbonyl Compounds and Transdithioacetalization Reactions
  作者：Nasser Iranpoor、Habib Firouzabadi、Hamid Reza Shaterian、M. A. Zolfigol

  DOI：10.1080/10426500211712

  日期：2002.5.1

  6-tetrabromo-2,5-cyclohexadienone (TABCO), N-bromosuccinimide (NBS), and bromine as efficient catalysts for conversion of carbonyl compounds to their cyclic and acyclic dithioacetals and 1,3-oxathiolanes under mild reaction conditions are described. These catalysts are also used for efficient transdithioacetalization of acetals, diacetals, ketals, acylals, enamines, hydrazones, and oximes with high

  使用 2,4,4,6-四溴-2,5-环己二烯酮 (TABCO)、N-溴代琥珀酰亚胺 (NBS) 和溴作为有效催化剂将羰基化合物转化为环状和无环二硫缩醛和 1,3-描述了在温和反应条件下的硫杂环戊烷。这些催化剂还用于在硫醇存在下以高产率有效地将缩醛、二缩醛、缩酮、酰基、烯胺、腙和肟转二硫缩醛。
• A convenient and practical method for the synthesis ofN-thiophosphoryl aldimines and ketimines
  作者：Xinyuan Xu、Chungui Wang、Zhenghong Zhou、Zebing Zeng、Xinpeng Ma、Guofeng Zhao、Chuchi Tang

  DOI：10.1002/hc.20412

  日期：2008.4

  A convenient and practical method for the preparation of N-thiophosphoryl imines was developed through the thermal condensation of acetals with different thiophosphoramides at 120–160°C. © 2008 Wiley Periodicals, Inc. Heteroatom Chem 19:238–244, 2008; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20412

  通过缩醛与不同硫代磷酰胺在 120-160°C 下的热缩合，开发了一种方便实用的制备 N-硫代磷酰亚胺的方法。© 2008 Wiley Periodicals, Inc. 杂原子化学 19:238–244, 2008; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20412
• Tropylium salts as efficient organic Lewis acid catalysts for acetalization and transacetalization reactions in batch and flow
  作者：D. J. M. Lyons、R. D. Crocker、D. Enders、T. V. Nguyen

  DOI：10.1039/c7gc01519d

  日期：——

  carbonyl compounds. Herein we demonstrate for the first time that tropylium salts can act as organic Lewis acid catalysts to facilitate acetalization and transacetalization reactions of a wide range of aldehyde substrates. This metal-free method works efficiently in both batch and flow conditions, prompting further future applications of tropylium organocatalysts in green synthesis.

  羰基化反应在羰基化合物重要的掩蔽化学中起着重要的作用。在本文中，我们首次证明了对钾盐可以用作有机路易斯酸催化剂，以促进各种醛底物的缩醛化和反缩醛化反应。这种无金属方法在间歇和流动条件下均能有效工作，从而促进了对硝基有机催化剂在绿色合成中的进一步应用。
• 2,4,4,6-Tetrabromo-2,5-cyclohexadienone (TABCO) as a Versatile, Efficient, and Chemoselective Catalyst for the Acetalization and Transacetalization of Carbonyl Compounds, the Preparation of Acetonides from Epoxides and Acylals (1,1-Diacetates) from Aldehydes
  作者：Habib Firouzabadi、Nasser Iranpoor、Hamid Reza Shaterian

  DOI：10.1246/bcsj.75.2195

  日期：2002.10

  The efficient and chemoselective preparation of acetals and ketals from carbonyl compounds, transacetalization reactions, the conversion of epoxides to acetonides, and the preparation of acylals from aldehydes in the presence of catalytic amounts of 2,4,4,6-tetrabromo-2,5-cyclohexadienone (TABCO) are described.

  介绍了在催化量的2,4,4,6-四溴-2,5-环己二烯酮（TABCO）存在下，从羰基化合物高效且化学选择性地制备缩醛和缩酮、缩醛交换反应、环氧化合物转化为乙缩醛以及醛制备酰缩醛的方法。
• Stereoselective Synthesis of Nipecotic Acid Derivatives via Palladium-Catalyzed Decarboxylative Cyclization of γ-Methylidene-δ-valerolactones with Imines
  作者：Ryo Shintani、Masataka Murakami、Tamio Hayashi

  DOI：10.1021/ol802569q

  日期：2009.1.15

  A new synthetic method of multisubstituted nipecotic acid (piperidine-3-carboxylic acid) derivatives has been developed by way of palladium-catalyzed decarboxylative cyclization of γ-methylidene-δ-valerolactones with imines. By employing the diethoxyphosphinoyl group as the N-protecting group for imines, the reaction proceeds smoothly with high diastereoselectivity. The products thus obtained can be

  通过亚胺与钯催化的γ-亚甲基-δ-戊内酯的脱羧环化反应，开发了一种新的多取代的庚二酸（哌啶-3-羧酸）衍生物的合成方法。通过将二乙氧基膦酰基作为亚胺的N-保护基，反应以高的非对映选择性平稳地进行。由此获得的产物可以在简单的反应条件下进一步高效地衍生化。