2-(dimethylaminomethyl)-6-methoxyphenol | 43060-63-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-(dimethylaminomethyl)-6-methoxyphenol
• 英文别名: 2-[(Dimethylamino)methyl]-6-methoxyphenol
• CAS: 43060-63-5
• 化学式: C₁₀H₁₅NO₂
• 分子量: 181.235
• InChiKey: FZAPLLYZENBAPY-UHFFFAOYSA-N

物化性质

• 熔点：
  46-47 °C
• 沸点：
  127-129 °C(Press: 5 Torr)
• 密度：
  1.075±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(dimethylaminomethyl)-6-methoxyphenol 在 氢碘酸 作用下， 生成 3-(N,N-dimethylaminomethyl)benzene-1,2-diol
  参考文献：
  名称：

  Reactions of Isopropyl Methylphosphonofluoridate with Substituted Phenols. II

  摘要：

  DOI：

  10.1021/ja01076a043
• 作为产物：
  描述：

  四甲基甲烷二胺 、 木榴油 生成 2-(dimethylaminomethyl)-6-methoxyphenol
  参考文献：
  名称：

  Dimethylaminomethylation of phenols and α-naphthols

  摘要：

  DOI：

  10.1007/bf00761182

文献信息

• [EN] CONVERSION OF LIGNIN TO IONIC LIQUIDS<br/>[FR] CONVERSION DE LIGNINE EN LIQUIDES IONIQUES
  申请人：NAT TECH & ENG SOLUTIONS SANDIA LLC

  公开号：WO2017214334A1

  公开（公告）日：2017-12-14

  Disclosed herein are lignin-derived ionic liquids and methods for preparing them. The methods include forming a reaction mixture comprising a lignin-derived starting material, a carbonyl compound, and an amine; maintaining the reaction mixture under conditions sufficient to form a lignin-derived aminophenol; and converting the lignin derived aminophenol to the lignin-derived ionic liquid. Monomeric phenols, oligomeric phenols, and polymeric phenols can be used as lignin-derived starting materials.

  本文披露了木质素衍生的离子液体及其制备方法。该方法包括形成一个反应混合物，其中包括木质素衍生的起始材料、醛类化合物和胺；在足以形成木质素衍生的氨基酚的条件下维持反应混合物；并将木质素衍生的氨基酚转化为木质素衍生的离子液体。单体酚、寡聚酚和聚合酚可以用作木质素衍生的起始材料。
• Synthesis of phenethylamines from phenylacetonitriles obtained by alkylation of cyanide ion with mannich bases from phenols and other benzylamines
  作者：J.H. Short、D.A. Dunnigan、C.W. Ours

  DOI：10.1016/0040-4020(73)80127-9

  日期：1973.1

  alkylating agents. With such compounds it was necessary to prepare the quaternary salts before alkylation could be achieved. 6-Hydroxydopamine was prepared from 2,4,5-trimethoxybenzaldehyde utilizing the latter approach. 3,5-Dimethoxy-4-hydroxyphenethylamine was cyclized to the corresponding dihydroisoquinoline. The isoquinoline and tetrahydroisoquinoline analogs were also prepared. 4-Hydroxy-3-met

  通过在酚上进行曼尼希反应或通过醛的还原烷基化获得的苄胺已代替苄基氯用于氰化氰离子化，从而获得可还原为苯乙胺的腈。来自伯，仲和叔胺的4-羟基-3-甲氧基苯基乙腈的产率大致相同。没有邻位或对位的苄胺OH基团不充当烷基化剂。对于此类化合物，必须先制备季盐，然后才能实现烷基化。使用后一种方法由2,4,5-三甲氧基苯甲醛制备6-羟基多巴胺。将3，5-二甲氧基-4-羟基苯乙胺环化为相应的二氢异喹啉。还制备了异喹啉和四氢异喹啉类似物。将4-羟基-3-甲氧基苯基乙腈水解为高香草酸，即多巴胺的天然代谢产物。
• Oxidative ortho-amino-methylation of phenols via C–H and C–C bond cleavage
  作者：Wenbo Sun、Huacan Lin、Wenyu Zhou、Zigang Li

  DOI：10.1039/c3ra46373g

  日期：——

  Initiated by CCl3Br, phenols undergo efficient ortho-selective oxidative cross dehydrogenative coupling (CDC) with trimethylamine. When tetramethylethylenediamine (TMEDA) is used instead of trimethylamine, oxidative carbon–carbon activation coupling (CAC) could occur to give the same salicylamines together with CDC by-products. These reactions are accelerated by a gold salt.

  在 CCl3Br 的作用下，苯酚与三甲胺发生高效的正选择性氧化交叉脱氢偶联（CDC）。当使用四甲基乙二胺（TMEDA）代替三甲胺时，可发生氧化碳-碳活化偶联（CAC），生成相同的水杨胺和 CDC 副产物。金盐可加速这些反应。
• Conversion of lignin to ionic liquids
  申请人：NATIONAL TECHNOLOGY & ENGINEERING SOLUTIONS OF SANDIA, LLC

  公开号：US11254637B2

  公开（公告）日：2022-02-22

  Disclosed herein are lignin-derived ionic liquids and methods for preparing them. The methods include forming a reaction mixture comprising a lignin-derived starting material, a carbonyl compound, and an amine; maintaining the reaction mixture under conditions sufficient to form a lignin-derived aminophenol; and converting the lignin derived aminophenol to the lignin-derived ionic liquid. Monomeric phenols, oligomeric phenols, and polymeric phenols can be used as lignin-derived starting materials.

  本文公开了木质素衍生离子液体及其制备方法。这些方法包括形成包含木质素衍生起始材料、羰基化合物和胺的反应混合物；将反应混合物保持在足以形成木质素衍生氨基苯酚的条件下；以及将木质素衍生氨基苯酚转化为木质素衍生离子液体。单体酚、低聚酚和聚合酚均可用作木质素衍生起始原料。
• ——
  作者：Marcus J. Caulfield、Tiziana Russo、David H. Solomon

  DOI：10.1071/ch00079

  日期：——

  The synthesis of a number of novel dibenzene-1,2-diol Mannich bases can be achieved in good yields by the condensation of 2-methoxyphenol, formaldehyde and secondary diamines. The newly developed synthetic method utilizes 2-methoxyphenol instead of benzene-1,2-diol providing a useful tool for greater control over reaction products.