3-Benzyloxy-N,N-diethylaniline | 63240-45-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-Benzyloxy-N,N-diethylaniline
• 英文别名: 3-(Benzyloxy)-N,N-diethylaniline；N,N-diethyl-3-phenylmethoxyaniline
• CAS: 63240-45-9
• 化学式: C₁₇H₂₁NO
• 分子量: 255.36
• InChiKey: MVFMNUTXAKOWRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-Benzyloxy-N,N-diethylaniline 在 盐酸 、 sodium nitrite 、 碳酸氢钠 作用下， 以 水 、 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.0h， 以87%的产率得到
  参考文献：
  名称：

  Unexpected Reactivity of o-Nitrosophenol with RCH₂Br: C−H Bond Cleavage and Annulation to Benzoxazoles and Benzoxazines (R = Alkynyl)

  摘要：

  A one-pot reaction between two molecules of 5-diethylamino-2-nitrosophenol with one molecule of 2-butynyl bromide gave rise to a new heterocyclic compound (structure shown above) consisting of one benzoxazole and one benzoxazine ring. The reaction works equally well with 1-phenyl-3-chloro-l-propyne. It was also found that 5-diethylamino-2-nitrosophenol reacts with R-CH2Br (R = aryl or vinyl) to give benzoxazoles with good functional group tolerance and high yield.

  DOI：

  10.1021/ol902812q
• 作为产物：
  描述：

  溴甲苯 、 3-羟基-N,N-二乙基苯胺 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 12.0h， 以95%的产率得到3-Benzyloxy-N,N-diethylaniline
  参考文献：
  名称：

  Unexpected Reactivity of o-Nitrosophenol with RCH₂Br: C−H Bond Cleavage and Annulation to Benzoxazoles and Benzoxazines (R = Alkynyl)

  摘要：

  A one-pot reaction between two molecules of 5-diethylamino-2-nitrosophenol with one molecule of 2-butynyl bromide gave rise to a new heterocyclic compound (structure shown above) consisting of one benzoxazole and one benzoxazine ring. The reaction works equally well with 1-phenyl-3-chloro-l-propyne. It was also found that 5-diethylamino-2-nitrosophenol reacts with R-CH2Br (R = aryl or vinyl) to give benzoxazoles with good functional group tolerance and high yield.

  DOI：

  10.1021/ol902812q

文献信息

• US4002631A
  申请人：——

  公开号：US4002631A

  公开（公告）日：1977-01-11
• Unexpected Reactivity of <i>o</i>-Nitrosophenol with RCH₂Br: C−H Bond Cleavage and Annulation to Benzoxazoles and Benzoxazines (R = Alkynyl)
  作者：Wei Yao、Dejian Huang

  DOI：10.1021/ol902812q

  日期：2010.2.19

  A one-pot reaction between two molecules of 5-diethylamino-2-nitrosophenol with one molecule of 2-butynyl bromide gave rise to a new heterocyclic compound (structure shown above) consisting of one benzoxazole and one benzoxazine ring. The reaction works equally well with 1-phenyl-3-chloro-l-propyne. It was also found that 5-diethylamino-2-nitrosophenol reacts with R-CH2Br (R = aryl or vinyl) to give benzoxazoles with good functional group tolerance and high yield.