1-(tert-butoxycarbonyloxy)-2-chlorobenzene | 1040380-11-7

• 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: 1-(tert-butoxycarbonyloxy)-2-chlorobenzene
• 英文别名: 2-(tert-butoxycarbonyloxy)chlorobenzene；Tert-butyl (2-chlorophenyl) carbonate
• CAS: 1040380-11-7
• 化学式: C₁₁H₁₃ClO₃
• 分子量: 228.675
• InChiKey: BGIXDWPLLBKGMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  邻氯苯酚 、 二碳酸二叔丁酯 在 三苯基膦 作用下， 反应 2.0h， 以92%的产率得到1-(tert-butoxycarbonyloxy)-2-chlorobenzene
  参考文献：
  名称：

  Triphenylphosphine as a Novel Organocatalyst for Chemoselective O-tert-Butoxycarbonylation of Phenols

  摘要：

  描述了一种新颖的有机催化过程，用于在中性及无溶剂条件下对酚类化合物进行化学选择性的O-叔丁氧羰基化反应。

  DOI：

  10.1055/s-2008-1072565

文献信息

• Chemoselective O-tert-butoxycarbonylation of hydroxy compounds using NaLaTiO4 as a heterogeneous and reusable catalyst
  作者：Savita J. Singh、Radha V. Jayaram

  DOI：10.1016/j.tetlet.2008.04.149

  日期：2008.6

  A facile, efficient and chemoselective protocol for O-tert-butoxycarbonylation of various hydroxy compounds has been developed using NaLaTiO4 (layered perovskite) as a novel catalyst. The catalyst showed remarkable activity and reusability affording high yields of the desired products under mild reaction conditions.

  一种简便，高效和化学选择性协议ø -叔各种羟基化合物的-butoxycarbonylation已经使用NaLaTiO开发4（层状钙钛矿），为新型催化剂。该催化剂显示出显着的活性和可重复使用性，在温和的反应条件下可提供所需产物的高收率。
• Organocatalytic Methods for Chemoselective <i>O</i>-<i>tert</i>-Butoxycarbonylation of Phenols and Their Regeneration from the <i>O</i>-<i>t</i>-Boc Derivatives
  作者：Sunay V. Chankeshwara、Rajesh Chebolu、Asit K. Chakraborti

  DOI：10.1021/jo8013325

  日期：2008.11.7

  without any side reactions (bromination, addition of CBr3 to a double bond, and formation of symmetrical diaryl carbonates, cyclic carbonates, or carbonic-carbonic anhydrides). The parent phenols are regenerated from the O-t-Boc derivatives by the catalyst system CBr4-PPh3 without affecting other protecting groups (aryl alkyl ether, alkyl ester, and thioacetal) or competitive side reaction such as bromination

  四溴化碳（CBr4）催化官能化酚的O-叔丁氧羰基化反应，而没有任何副反应（溴化，将CBr3加成双键，并形成对称的碳酸二芳基酯，环状碳酸酯或碳酸碳酐）。母体酚是通过催化剂体系CBr4-PPh3从Ot-Boc衍生物再生而不会影响其他保护基团（芳基烷基醚，烷基酯和硫代缩醛）或竞争性副反应，例如溴化，腈（来自NO2）和α，发生α-二溴代烯烃（带有CHO / COMe）和酯交换反应（带有CO2Me / Et）。
• Mixed metal MgO-ZrO2 nanoparticle-catalyzed O-tert-Boc protection of alcohols and phenols under solvent-free conditions
  作者：Manoj B. Gawande、Sharad N. Shelke、Paula S. Branco、Anuj Rathi、Rajesh K. Pandey

  DOI：10.1002/aoc.2846

  日期：2012.8

  method for O‐tert‐Boc protection of alcohols and phenols catalyzed by MgO–ZrO2 nanoparticles under solvent‐free conditions is described. A variety of phenols, alcohols (aliphatic and aromatic) were converted to corresponding O‐tert‐Boc products in good to excellent yield (50–95%). The present protocol is expedient, simple, and efficient under solvent‐free conditions. The MgO–ZrO2 Nps are easily prepared

  描述了一种在无溶剂条件下由MgO-ZrO 2纳米粒子催化的醇和苯酚的O- ter - Boc保护的环境友好方法。各种苯酚，醇（脂肪族和芳香族）以良好或优异的收率（50-95％）转化为相应的O-tert- Boc产品。本方案在无溶剂条件下是方便，简单和有效的。MgO-ZrO 2 Nps可以很容易地由廉价的前体制备，并且可重复使用，可回收利用和化学选择性。版权所有©2012 John Wiley＆Sons，Ltd.
• Chemoselective O-tert-butoxycarbonylation of phenols using 6,7-dimethoxyisoquinoline as a novel organocatalyst
  作者：Yukako Saito、Yuichi Yoshimura、Hiroki Takahata

  DOI：10.1016/j.tetlet.2010.10.114

  日期：2010.12

  The chemoselective O-tert-butoxycarbonylation of phenols using low levels (5-0.1 mol %) of 6,7-dimethoxyisoquinoline as a reusableorganocatalyst is described. (C) 2010 Elsevier Ltd. All rights reserved.
• Triphenylphosphine as a Novel Organocatalyst for Chemoselective O-<i>tert</i>-Butoxycarbonylation of Phenols
  作者：Asit Chakraborti、Rajesh Chebolu、Sunay Chankeshwara

  DOI：10.1055/s-2008-1072565

  日期：2008.5

  A novel organocatalytic procedure for the chemoselective O-tert-butoxycarbonylation of phenols under neutral and neat conditions is described.

  描述了一种新颖的有机催化过程，用于在中性及无溶剂条件下对酚类化合物进行化学选择性的O-叔丁氧羰基化反应。