4-Benzyl-2,6-dimethoxy-phenol | 61563-90-4

• 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: 4-Benzyl-2,6-dimethoxy-phenol
• 英文别名: Phenol, 2,6-dimethoxy-4-(phenylmethyl)-；4-benzyl-2,6-dimethoxyphenol
• CAS: 61563-90-4
• 化学式: C₁₅H₁₆O₃
• 分子量: 244.29
• InChiKey: NUJGUHMAQFQLCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-Benzyl-2,6-dimethoxy-phenol 在 氧气 、 cobalt(II) diacetate tetrahydrate 、 sodium hydroxide 作用下， 以 乙二醇 为溶剂， 100.0 ℃ 、101.33 kPa 条件下， 反应 12.0h， 以66%的产率得到(4-hydroxy-3,5-dimethoxyphenyl)(phenyl)methanone
  参考文献：
  名称：

  An eco-friendly Co(OAc)2-catalyzed aerobic oxidation of 4-benzylphenols into 4-hydroxybenzophenones

  摘要：

  一种未修饰的Co(OAc)2催化的好氧氧化系统已被报道，它能够将4-苄基苯酚直接转化为相应的4-羟基苯基酮。该方法尤其适用于含有电子吸引基团的底物，因为这类底物通常在进行此类氧化时效率较低。基于明确的对苯醌甲基和确认的醚中间体，提出了一种合理的机制。

  DOI：

  10.1007/s11164-014-1801-8
• 作为产物：
  描述：

  4-Hydroxy-3,5-dimethoxy-benzhydrol 在 lithium aluminium tetrahydride 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 生成 4-Benzyl-2,6-dimethoxy-phenol
  参考文献：
  名称：

  Koutek,B. et al., Collection of Czechoslovak Chemical Communications, 1976, vol. 41, p. 2250 - 2255

  摘要：

  DOI：

文献信息

• Cu(OAc)₂-catalyzed remote benzylic C(sp³)–H oxyfunctionalization for CO formation directed by the hindered para-hydroxyl group with ambient air as the terminal oxidant under ligand- and additive-free conditions
  作者：Jian-An Jiang、Cheng Chen、Jian-Gang Huang、Hong-Wei Liu、Song Cao、Ya-Fei Ji

  DOI：10.1039/c3gc41946k

  日期：——

  A hindered para-hydroxyl group-directed remote benzylic C(sp3)–H oxyfunctionalization has been developed for the straightforward transformation of 2,6-disubstituted 4-cresols, 4-alkylphenols, 4-hydroxybenzyl alcohols and 4-hydroxybenzyl alkyl ethers into various aromatic carbonyl compounds. The ligand- and additive-free Cu(OAc)2-catalyzed atmospheric oxidation mediated by ethylene glycol unlocks a

  已经开发了一种受阻的对羟基定向的远程苄基C（sp 3）–H氧官能团，用于将2,6-二取代的4-甲酚，4-烷基苯酚，4-羟基苄醇和4-羟基苄基烷基醚直接转化为各种芳族羰基化合物。由乙二醇介导的无配体和无添加剂的Cu（OAc）2催化的大气氧化作用，可以使伯苄基和仲苄基官能化，形成简便，原子经济且对环境无害的C O形成。由于4-羟基苯甲醛和4-羟基苯酮的药物重要性，因此该方法对于基础研究和实际应用均具有重要价值。
• Transition-metal-free access to benzyl ethers <i>via</i> aerobic cross-dehydrogenative coupling of benzylic C(sp³)–H bonds with alcohols
  作者：Xiao Zhang、Wenjie Li、Yang Yu、Min Luo、Hua Bai、Lei Shi、Hao Li

  DOI：10.1039/d3gc04070d

  日期：——

  cross-dehydrogenative coupling of benzylic C(sp3)–H bonds with various alcohols utilizing molecular oxygen as the sole oxidant. This transition-metal-free and chemical-oxidant-free methodology could enable direct and selective alkoxylation of benzylic C(sp3)–H bonds, especially the primary benzylic C–H bond, which is prone to undergo overoxidation. Moreover, the aerobic oxidative C–H/O–H cross-coupling

  我们开发了一种实用的 KO t Bu 或 KOH 催化的苄基 C(sp 3 )–H 键与各种醇的有氧交叉脱氢偶联，利用分子氧作为唯一氧化剂。这种无过渡金属和化学氧化剂的方法可以实现苄基C(sp 3 )–H键的直接和选择性烷氧基化，特别是容易发生过度氧化的初级苄基C–H键。此外，有氧氧化C-H/O-H交叉偶联方法为在温和反应条件下构建具有高化学选择性的苄基醚提供了一条实用且可持续的途径。
• Process for preparing perhydrofluorene or alkyl-substituted perhydrofluorene
  申请人：TIANJIN UNIVERSITY

  公开号：US10233135B2

  公开（公告）日：2019-03-19

  The present invention discloses a process for preparing perhydrofluorene or alkyl-substituted perhydrofluorene, comprising the steps of: (1) reacting a phenolic compound or an aromatic hydrocarbon compound or an aromatic ketone compound or an aromatic ether compound with a benzyl compound to carry out an alkylation reaction in the presence of a first catalyst, thereby to produce substituted or unsubstituted diphenyl methane, wherein the first catalyst is an acidic catalyst; and (2) reacting the substituted or unsubstituted diphenyl methane with hydrogen gas to carry out an hydrogenation reaction or a hydrodeoxygenation reaction, thereby to produce perhydrofluorene or alkyl-substituted perhydrofluorene, wherein the second catalyst is a physical mixture of a metal catalyst and an acidic catalyst or a metal catalyst loaded on an acidic catalyst.

  本发明公开了一种制备全氢芴或烷基取代全氢芴的工艺，包括以下步骤：(1) 使酚类化合物或芳香烃化合物或芳香酮化合物或芳香醚化合物与苄基化合物反应，在第一催化剂存在下进行烷基化反应，从而生成取代或未取代的二苯基甲烷，其中第一催化剂为酸性催化剂；(2) 将取代或未取代的二苯基甲烷与氢气反应，进行氢化反应或氢脱氧反应，从而生成全氢芴或烷基取代的全氢芴，其中第二催化剂为金属催化剂和酸性催化剂的物理混合物或负载在酸性催化剂上的金属催化剂。
• KOUTEK B.; PAVLICKOVA L.; VELEK J.; SOUCEK M., COLLECT. CZECH. CHEM. COMMUNS <CCCC-AK>, 1976, 41, NO 8, 2250-2255
  作者：KOUTEK B.、 PAVLICKOVA L.、 VELEK J.、 SOUCEK M.

  DOI：——

  日期：——
• A Process for Preparing Perhydrofluorene or Alkyl-Substituted Perhydrofluorene
  申请人：TIANJIN UNIVERSITY

  公开号：US20190031576A1

  公开（公告）日：2019-01-31

  The present invention discloses a process for preparing perhydrofluorene or alkyl-substituted perhydrofluorene, comprising the steps of: (1) reacting a phenolic compound or an aromatic hydrocarbon compound or an aromatic ketone compound or an aromatic ether compound with a benzyl compound to carry out an alkylation reaction in the presence of a first catalyst, thereby to produce substituted or unsubstituted diphenyl methane, wherein the first catalyst is an acidic catalyst; and (2) reacting the substituted or unsubstituted diphenyl methane with hydrogen gas to carry out an hydrogenation reaction or a hydrodeoxygenation reaction, thereby to produce perhydrofluorene or alkyl-substituted perhydrofluorene, wherein the second catalyst is a physical mixture of a metal catalyst and an acidic catalyst or a metal catalyst loaded on an acidic catalyst.