-1-Morpholino-1,-4-decadiene | 118071-11-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: -1-Morpholino-1,-4-decadiene
• 英文别名: (1E,4E)-1-morpholino-1,4-decadiene；4-[(1E,4E)-deca-1,4-dienyl]morpholine
• CAS: 118071-11-7
• 化学式: C₁₄H₂₅NO
• 分子量: 223.359
• InChiKey: HLAZOFTTWCWAEQ-AVQMFFATSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 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：

  -1-Morpholino-1,-4-decadiene 在 甲醇 、 9-borabicyclo[3.3.1]nonane dimer 作用下， 生成 1,(E)-4-癸二烯
  参考文献：
  名称：

  Hydroboration. 86. Convenient conversion of aldehydes and ketones into the corresponding alkenes via hydroboration of their enamines. A remarkably simple synthesis of either (Z)- or (E)-alkenes

  摘要：

  Aldehydes and ketones are converted into the corresponding alkenes via hydroboration of their enamines. Hydroboration of aldehyde enamines by 9-borabicyclo[3.3.1]nonane (9-BBN), followed by methanolysis, affords the corresponding terminal alkenes in 75-90% yields. Unsaturated aldehyde enamines produce the corresponding dienes under these conditions. Enamines derived from substituted cyclic ketones and heterocyclic ketones are readily accommodated in this reaction to afford the corresponding alkenes in very good yields. The synthesis of pure (Z)- or (E)-alkenes is readily achieved from the same acyclic ketone enamine by modification of the hydroboration-elimination procedure: (A) hydroboration by 9-BBN followed by methanolysis or (B) hydroboration by borane methyl sulfide (BMS) followed by methanolysis and hydrogen peroxide oxidation. Mechanistic rationale is provided.

  DOI：

  10.1021/jo00004a038

文献信息

• Convenient conversion of aldehydes and ketones into the corresponding alkenes via hydroboration of their enamines. A remarkably simple synthesis of either (Z)- or (E)-alkenes
  作者：Bakthan Singaram、Christian T. Goralski、Milind V. Rangaishenvi、Herbert C. Brown

  DOI：10.1021/ja00183a068

  日期：1989.1
• SINGARAM, BAKTHAN;RANGAISHENVI, MILIND V.;BROWN, HERBERT C.;GORALSKI, CHR+, J. ORG. CHEM., 56,(1991) N, C. 1543-1549
  作者：SINGARAM, BAKTHAN、RANGAISHENVI, MILIND V.、BROWN, HERBERT C.、GORALSKI, CHR+

  DOI：——

  日期：——