N,N-二乙基-3-溴-4-甲氧基苯甲酰胺 | 165258-31-1

• 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: N,N-二乙基-3-溴-4-甲氧基苯甲酰胺
• 英文名称: N,N-Diethyl-3-bromo-4-methoxybenzamide
• 英文别名: 3-bromo-N,N-diethyl-4-methoxybenzamide
• CAS: 165258-31-1
• 化学式: C₁₂H₁₆BrNO₂
• mdl: MFCD03211484
• 分子量: 286.169
• InChiKey: NBMMHZFZFAXUPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N-二乙基-3-溴-4-甲氧基苯甲酰胺 在 甲基锂 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 0.02h， 以49%的产率得到N,N-Diethyl-4-methoxy-3-methylbenzamide
  参考文献：
  名称：

  The Synthesis of Mycophenolic Acid from 2,4-Dihydroxybenzoic Acid

  摘要：

  Mycophenolic acid (1) has been synthesized from 2,4-dihydroxybenzoic acid by regioselective introduction of the three required carbon substituents. A key transformation in this sequence is the introduction of the methyl substituent at position 5 by a rapid, uncatalyzed replacement of the bromide in 8 at low temperature by methyllithium. The scope and mechanism of this methylation reaction are examined.

  DOI：

  10.1021/jo00119a036
• 作为产物：
  描述：

  3-溴-4-羟基苯甲酸甲酯 在 三甲基铝 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 43.0h， 生成 N,N-二乙基-3-溴-4-甲氧基苯甲酰胺
  参考文献：
  名称：

  The Synthesis of Mycophenolic Acid from 2,4-Dihydroxybenzoic Acid

  摘要：

  Mycophenolic acid (1) has been synthesized from 2,4-dihydroxybenzoic acid by regioselective introduction of the three required carbon substituents. A key transformation in this sequence is the introduction of the methyl substituent at position 5 by a rapid, uncatalyzed replacement of the bromide in 8 at low temperature by methyllithium. The scope and mechanism of this methylation reaction are examined.

  DOI：

  10.1021/jo00119a036

文献信息

• The Synthesis of Mycophenolic Acid from 2,4-Dihydroxybenzoic Acid
  作者：John W. Patterson

  DOI：10.1021/jo00119a036

  日期：1995.7

  Mycophenolic acid (1) has been synthesized from 2,4-dihydroxybenzoic acid by regioselective introduction of the three required carbon substituents. A key transformation in this sequence is the introduction of the methyl substituent at position 5 by a rapid, uncatalyzed replacement of the bromide in 8 at low temperature by methyllithium. The scope and mechanism of this methylation reaction are examined.