12-phenyl-7,12-dihydro-5H-6,12-methano-dibenzo[c,f]azocine | 68858-27-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 12-phenyl-7,12-dihydro-5H-6,12-methano-dibenzo[c,f]azocine
• 英文别名: 12-Phenyl-7,12-dihydro-5H-6,12-methanodibenzo[c,f]azocine；1-phenyl-9-azatetracyclo[7.7.1.02,7.011,16]heptadeca-2,4,6,11,13,15-hexaene
• CAS: 68858-27-5
• 化学式: C₂₂H₁₉N
• 分子量: 297.4
• InChiKey: CZUAXEKBOKAZDI-UHFFFAOYSA-N

物化性质

• 熔点：
  138-139 °C
• 沸点：
  410.4±14.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-(dibenzylamino)-1-phenylethanone 在 三氟甲磺酸 作用下， 以95%的产率得到12-phenyl-7,12-dihydro-5H-6,12-methano-dibenzo[c,f]azocine
  参考文献：
  名称：

  Suzuki, Takayoshi; Takamoto, Masayuki; Okamoto, Toshihiko, Chemical and pharmaceutical bulletin, 1986, vol. 34, # 5, p. 1888 - 1900

  摘要：

  DOI：

文献信息

• A New Synthesis of 7,12-Dihydro-12-phenyl-5H-6,12-methanodibenz[c,f]azocines via N-Benzyl-1,2,3,4-tetrahydro-4-phenylisoquinolin-4-ols
  作者：Masaru Kihara、Minoru Kashimoto、Yoshimaro Kobayashi、Yoshimitsu Nagao

  DOI：10.3987/com-91-5956

  日期：——

  7,12-Dihydro-12-phenyl-5H-6,12-methanodibenz[c,f]azocine derivatives were prepared from N-benzyl-1,2,3,4-tetrahydro-4-phenylisoquinolin-4-ols by an intramolecular Friedel-Crafts reaction.
• Synthesis of 7,12-Dihydro-12-phenyl-5H-6,12-methanodibenz[c,f]azocines via N,N-Dibenzylphenacylamines
  作者：Necdet Coskun、Necdet Coskun、Levent Büyükuysal

  DOI：10.3987/com-97-7986

  日期：——

  N,N-Dibenzylphenacylamines (1) were prepared in high yields by a one-pot reaction and cyclized at room temperature to give 7,12-dihydro-l2-phenyl-5H-6,1 2-methanodibenz[c,f]azocines in high yields. 95% H2SO4 or 70% HClO4 was used as cycIization catalysts. The double-cyclization proceeds smoothly in the cases where electron-donating groups are present in both benzene ring. N-2,3-dimethoxybenzyl-N-benzylphenacylamine (1f) gave the corresponding N-benzyl-1,2-dihydro-4-phenylisoquinoline on treatment with 95% H2SO4 while N-3,4-Dimethoxybenzyl-N-benzylphenacylamine (1a) at the same reaction conditions and reaction time cyclized to the corresponding dibenzazocine. However 1a gave the corresponding dihydroisoquinoline which disproportionates to give N-benzyl-1,2,3,4-tetrahydro-4-phenylisoquinoline and N-benzyl-4-phenylisoquinolinium when treated with 70% perchloric acid al room temperature.
• SUZUKI TAKAYOSHI; TAKAMOTO MASAYUKI; OKAMOTO TOSHIHIKO; TAKAYAMA HIROAKI, CHEM. AND PHARM. BULL., 34,(1986) N 5, 1888-1900
  作者：SUZUKI TAKAYOSHI、 TAKAMOTO MASAYUKI、 OKAMOTO TOSHIHIKO、 TAKAYAMA HIROAKI

  DOI：——

  日期：——
• Suzuki, Takayoshi; Takamoto, Masayuki; Okamoto, Toshihiko, Chemical and pharmaceutical bulletin, 1986, vol. 34, # 5, p. 1888 - 1900
  作者：Suzuki, Takayoshi、Takamoto, Masayuki、Okamoto, Toshihiko、Takayama, Hiroaki

  DOI：——

  日期：——