3-butoxy-2-(chloromethyl)-1-propene | 153397-97-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-butoxy-2-(chloromethyl)-1-propene
• 英文别名: 2-(Butoxymethyl)-3-chloroprop-1-ene
• CAS: 153397-97-8
• 化学式: C₈H₁₅ClO
• 分子量: 162.66
• InChiKey: PKSCGZGRHGZHBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-戊酮 、 3-butoxy-2-(chloromethyl)-1-propene 在 萘 、 lithium 作用下， 以 四氢呋喃 为溶剂， 以54%的产率得到2-butoxymethyl-4-ethyl-1-hexen-4-ol
  参考文献：
  名称：

  γ-Functionalised β-methylene organolithium compounds from 3-chloro-2-(chloromethyl)propene: Synthetic applications

  摘要：

  The reaction of functionalised methallylic chlorides 1 with an excess of lithium powder and a catalytic amount of naphthalene (8 mol %) in the presence of a carbonyl compound (Barbier-type conditions) at -78-degrees-C leads, after hydrolysis with water, to the corresponding polyfunctionalised compounds 2. Starting materials 1 are easily available from 3-chloro-2-(chloromethyl)propene by nucleophilic substitution.

  DOI：

  10.1016/s0040-4020(01)80206-4
• 作为产物：
  描述：

  3-氯-2-氯甲基丙烯 、 正丁醇 在 sodium hydride 作用下， 以 乙二醇二甲醚 为溶剂， 以56%的产率得到3-butoxy-2-(chloromethyl)-1-propene
  参考文献：
  名称：

  γ-Functionalised β-methylene organolithium compounds from 3-chloro-2-(chloromethyl)propene: Synthetic applications

  摘要：

  The reaction of functionalised methallylic chlorides 1 with an excess of lithium powder and a catalytic amount of naphthalene (8 mol %) in the presence of a carbonyl compound (Barbier-type conditions) at -78-degrees-C leads, after hydrolysis with water, to the corresponding polyfunctionalised compounds 2. Starting materials 1 are easily available from 3-chloro-2-(chloromethyl)propene by nucleophilic substitution.

  DOI：

  10.1016/s0040-4020(01)80206-4

文献信息

• γ-Functionalised β-methylene organolithium compounds from 3-chloro-2-(chloromethyl)propene: Synthetic applications
  作者：Diego J Ramón、Miguel Yus

  DOI：10.1016/s0040-4020(01)80206-4

  日期：1993.1

  The reaction of functionalised methallylic chlorides 1 with an excess of lithium powder and a catalytic amount of naphthalene (8 mol %) in the presence of a carbonyl compound (Barbier-type conditions) at -78-degrees-C leads, after hydrolysis with water, to the corresponding polyfunctionalised compounds 2. Starting materials 1 are easily available from 3-chloro-2-(chloromethyl)propene by nucleophilic substitution.