7,9,9-trimethyl-1-oxaspiro-<4,5>-6-decen-2-one | 144648-11-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 7,9,9-trimethyl-1-oxaspiro-<4,5>-6-decen-2-one
• 英文别名: 7,9,9-trimethyl-1-oxaspiro-<4.5>-6-decen-2-one；7,9,9-Trimethyl-1-oxaspiro[4.5]dec-6-en-2-one
• CAS: 144648-11-3
• 化学式: C₁₂H₁₈O₂
• 分子量: 194.274
• InChiKey: BJFCJHOKAJOOER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-methoxy-5,5-dimethyl-cyclohex-2-enone 在 chromium(VI) oxide 、 盐酸 、 硫酸 、 碘 、 magnesium 、 1,2-二溴乙烷 作用下， 以 四氢呋喃 、 乙醚 、 丙酮 为溶剂， 反应 44.0h， 生成 7,9,9-trimethyl-1-oxaspiro-<4,5>-6-decen-2-one
  参考文献：
  名称：

  Synthesis of an Allylic Spiro-Lactone

  摘要：

  A synthesis of an allylic spiro-lactone (1) is described. Compound 1 is obtained in 5 steps from dimedone with an overall yield of 8.8%. The main feature of the synthesis is the transformation of compound 3 in 1, which involves an water elimination accompanied by allylic rearrangement and lactonization.

  DOI：

  10.1080/00397919208021553

文献信息

• An improved procedure for the synthesis of allylic spiro-γ-lactones
  作者：Jagattaran Das、Prabir K. Choudhury、Srinivasan Chandrasekaran

  DOI：10.1016/0040-4020(95)00067-i

  日期：1995.3

  Allylic spiro-γ-lactones of the type 4 have been synthesised in two steps starting from the carbonyl precursors using heterogeneous permanganate oxidation as the key step.

  使用异质高锰酸盐氧化作为关键步骤，从羰基前体开始，分两步合成了4型烯丙基螺-γ-内酯。
• A Convenient Synthesis of 7,9,9-Trimethyl-1-oxaspiro[4,5]-6-decen-2-one
  作者：Drury Caine、Chia-Rong Lin

  DOI：10.1080/00397919408010555

  日期：1994.9

  The allylic lactone 1 was prepared from the reaction of lithium 3-lithiopropanoate (5) with isophorone (3) followed by mild acid treatment of the hydroxy acid adduct.
• Caine Drury, Lin Chia-Rong, Synth. Commun, 24 (1994) N 17, S 2473- 2476
  作者：Caine Drury, Lin Chia-Rong

  DOI：——

  日期：——
• Synthesis of an Allylic Spiro-Lactone
  作者：Mauricio Gomes Constantino、Milton Beltrame、Edna Faria de Medeiros、Gil-Valdo Josè da Silva

  DOI：10.1080/00397919208021553

  日期：1992.11

  A synthesis of an allylic spiro-lactone (1) is described. Compound 1 is obtained in 5 steps from dimedone with an overall yield of 8.8%. The main feature of the synthesis is the transformation of compound 3 in 1, which involves an water elimination accompanied by allylic rearrangement and lactonization.