1-anilino-2-(2-deuteriomethylphenyl)-1-phenylethane

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-anilino-2-(2-deuteriomethylphenyl)-1-phenylethane
• 英文别名: N-[2-[2-(deuteriomethyl)phenyl]-1-phenylethyl]aniline
• 化学式: C₂₁H₂₁N
• 分子量: 288.397
• InChiKey: SDGOPWDKMZNNRO-MICDWDOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.39
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  12.03
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  1,3-二氢异苯并呋喃 、 N-苄叉苯胺 在 4,4'-二叔丁基苯并 、 重水 、 lithium 作用下， 以 四氢呋喃 为溶剂， 以88%的产率得到1-anilino-2-(2-deuteriomethylphenyl)-1-phenylethane
  参考文献：
  名称：

  1,2-Di(lithiomethyl)benzene from phthalan: Sequential introduction of two different electrophiles

  摘要：

  The reaction of phthalan (1) with an excess of lithium powder and a catalytic amount of DTBB (2.5 mol %) in THF at 20 degrees C followed by treatment with electrophiles (D2O, CO;! and carbonyl compounds) at -78 degrees C leads, after hydrolysis, to the corresponding functionalised benzylic alcohols 3a-g. When the Lithiation reaction is continued, after the reaction with the first electrophile, and a second electrophile (H2O, D2O and carbonyl compounds) is added the corresponding disubstituted compounds 6a-q are prepared. Diols 3c-g and 6h,i,l,n and hydroxyacids 6a,c,f,k are easily dehydrated to the corresponding cyclic ethers (7c-f, 8h,i,l,n) or lactones (9a,c,f,k), respectively. Finally, alcohols 6b,d,e give, after acid treatment, the Friedel-Crafts type benzocyclopentenes 10b,d,e.

  DOI：

  10.1016/0040-4020(95)00064-f

文献信息

• 1,2-Di(lithiomethyl)benzene from phthalan: Sequential introduction of two different electrophiles
  作者：Juan Almena、Francisco Foubelo、Miguel Yus

  DOI：10.1016/0040-4020(95)00064-f

  日期：1995.3

  The reaction of phthalan (1) with an excess of lithium powder and a catalytic amount of DTBB (2.5 mol %) in THF at 20 degrees C followed by treatment with electrophiles (D2O, CO;! and carbonyl compounds) at -78 degrees C leads, after hydrolysis, to the corresponding functionalised benzylic alcohols 3a-g. When the Lithiation reaction is continued, after the reaction with the first electrophile, and a second electrophile (H2O, D2O and carbonyl compounds) is added the corresponding disubstituted compounds 6a-q are prepared. Diols 3c-g and 6h,i,l,n and hydroxyacids 6a,c,f,k are easily dehydrated to the corresponding cyclic ethers (7c-f, 8h,i,l,n) or lactones (9a,c,f,k), respectively. Finally, alcohols 6b,d,e give, after acid treatment, the Friedel-Crafts type benzocyclopentenes 10b,d,e.