2-(cyclopent-1-en-1-yl)-6-methyl-N-trifluoroacetylaniline | 474817-79-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(cyclopent-1-en-1-yl)-6-methyl-N-trifluoroacetylaniline
• 英文别名: 2-methyl-N-trifluoroacetyl-6-(cyclopent-1-enyl)aniline；N-[2-(cyclopenten-1-yl)-6-methylphenyl]-2,2,2-trifluoroacetamide
• CAS: 474817-79-3
• 化学式: C₁₄H₁₄F₃NO
• 分子量: 269.266
• InChiKey: HSVFNMGMESYSAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(cyclopent-1-en-1-yl)-6-methyl-N-trifluoroacetylaniline 在 臭氧 、 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 18.08h， 以67%的产率得到6-methyl-2-(tetrahydro-2-pyranyl)aniline
  参考文献：
  名称：

  摘要：

  Treatment of the ozonization products from N-acetyl- or 2-methyl-N-trifluoroacetyl-6-(cyclopent-1-enyl)anilines with NaBH4 gives 6-methyl-2-tetrahydropyranylaniline. When treated with Me2S, the ozonization products yield the corresponding oxoaldehyde dimethyl acetals. The oxidation of N-acetyl-2-(cyclopent-1-enyl)- or -(cyclohex-1-ellyl)anilines with H2O2 in HCOOH affords omega-(2-acetamidophenyl)-5-oxopentanoic or -6-oxohexanoic acid, respectively. The reaction of N-acetyl-2-(cyclopent-1-enyl)aniline with H2O2 in the presence of Na2WO4 and H3PO4 gives 3,1-benzooxazine in high yield.

  DOI：

  10.1023/a:1015074016576
• 作为产物：
  描述：

  2-(cyclopent-1-enyl)-6-methylaniline 、 三氟乙酸酐 以87%的产率得到2-(cyclopent-1-en-1-yl)-6-methyl-N-trifluoroacetylaniline
  参考文献：
  名称：

  摘要：

  Treatment of the ozonization products from N-acetyl- or 2-methyl-N-trifluoroacetyl-6-(cyclopent-1-enyl)anilines with NaBH4 gives 6-methyl-2-tetrahydropyranylaniline. When treated with Me2S, the ozonization products yield the corresponding oxoaldehyde dimethyl acetals. The oxidation of N-acetyl-2-(cyclopent-1-enyl)- or -(cyclohex-1-ellyl)anilines with H2O2 in HCOOH affords omega-(2-acetamidophenyl)-5-oxopentanoic or -6-oxohexanoic acid, respectively. The reaction of N-acetyl-2-(cyclopent-1-enyl)aniline with H2O2 in the presence of Na2WO4 and H3PO4 gives 3,1-benzooxazine in high yield.

  DOI：

  10.1023/a:1015074016576

文献信息

• ——
  作者：R. R. Gataullin、M. F. Nasyrov、D. I. D"yachenko、A. A. Fatykhov、O. V. Shitikova、L. V. Spirikhin、I. B. Abdrakhmanov

  DOI：10.1023/a:1015074016576

  日期：——

  Treatment of the ozonization products from N-acetyl- or 2-methyl-N-trifluoroacetyl-6-(cyclopent-1-enyl)anilines with NaBH4 gives 6-methyl-2-tetrahydropyranylaniline. When treated with Me2S, the ozonization products yield the corresponding oxoaldehyde dimethyl acetals. The oxidation of N-acetyl-2-(cyclopent-1-enyl)- or -(cyclohex-1-ellyl)anilines with H2O2 in HCOOH affords omega-(2-acetamidophenyl)-5-oxopentanoic or -6-oxohexanoic acid, respectively. The reaction of N-acetyl-2-(cyclopent-1-enyl)aniline with H2O2 in the presence of Na2WO4 and H3PO4 gives 3,1-benzooxazine in high yield.