1-chloro-2-n-butoxy-2-propene | 207673-78-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氯化物
• 英文名称: 1-chloro-2-n-butoxy-2-propene
• 英文别名: 1-(3-Chloroprop-1-en-2-yloxy)butane
• CAS: 207673-78-7
• 化学式: C₇H₁₃ClO
• mdl: MFCD19236025
• 分子量: 148.633
• InChiKey: GFLKULLHRBXVDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  9
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.714
• 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：

  1-chloro-2-n-butoxy-2-propene 在 potassium tert-butylate 、 sodium iodide 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 18.33h， 生成 2-(2-Butoxy-allyl)-2-methyl-malonic acid diethyl ester
  参考文献：
  名称：

  A Facile, General Approach to the Synthesis of Electrophilic Acetone Equivalents

  摘要：

  The facile, high-yielding, yet general synthesis of electrophilic chloroacetone equivalents 11a-f is described. The enol ethers are assembled in three steps starting with trichloride 29 in overall yields of 57-93%. Nucleophilic displacement of the chloromethyl chlorine with a range of organometallic reagents generates dichlorides 30 in yields of 58-99%, which can be dehydrohalogenated with t-BuOK/THF in yields of 87-99% to produce enol ethers 31. Conversion of the allyl chlorides 31 to the corresponding allyl iodides 11 with 72-99% yield completes the synthetic sequence. The entire sequence can be performed in less than 48 h on a >50 mmol scale.

  DOI：

  10.1021/jo980094j
• 作为产物：
  描述：

  1-(2-chloro-1-chloromethyl-ethoxy)-butane 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以88.9%的产率得到1-chloro-2-n-butoxy-2-propene
  参考文献：
  名称：

  A Facile, General Approach to the Synthesis of Electrophilic Acetone Equivalents

  摘要：

  The facile, high-yielding, yet general synthesis of electrophilic chloroacetone equivalents 11a-f is described. The enol ethers are assembled in three steps starting with trichloride 29 in overall yields of 57-93%. Nucleophilic displacement of the chloromethyl chlorine with a range of organometallic reagents generates dichlorides 30 in yields of 58-99%, which can be dehydrohalogenated with t-BuOK/THF in yields of 87-99% to produce enol ethers 31. Conversion of the allyl chlorides 31 to the corresponding allyl iodides 11 with 72-99% yield completes the synthetic sequence. The entire sequence can be performed in less than 48 h on a >50 mmol scale.

  DOI：

  10.1021/jo980094j

文献信息

• VINYL ETHER COMPOUNDS AND METHODS OF THEIR PREPARATION AND USE
  申请人：Ober Matthias S.

  公开号：US20110105507A1

  公开（公告）日：2011-05-05

  Provided are new functionalized surfactants and methods of their preparation and use. The surfactants are compounds of formula I: wherein R 1 , R 2 , and R 3 are as defined herein.

  提供了新的功能化表面活性剂及其制备和使用方法。表面活性剂是I式化合物，其中R1、R2和R3的定义如下：
• US8641816B2
  申请人：——

  公开号：US8641816B2

  公开（公告）日：2014-02-04
• [EN] VINYL ETHER COMPOUNDS AND METHODS OF THEIR PREPARATION AND USE<br/>[FR] COMPOSÉS D'ÉTHER VINYLIQUE ET LEURS PROCÉDÉS DE PRÉPARATION ET D'UTILISATION
  申请人：DOW GLOBAL TECHNOLOGIES LLC

  公开号：WO2011056448A1

  公开（公告）日：2011-05-12

  Provided are new functionalized surfactants and methods of their preparation and use. The surfactants are compounds of formula I: wherein R1, R2, and R3 are as defined herein.
• A Facile, General Approach to the Synthesis of Electrophilic Acetone Equivalents
  作者：Slawomir Z. Janicki、Jennifer M. Fairgrieve、Peter A. Petillo

  DOI：10.1021/jo980094j

  日期：1998.5.1

  The facile, high-yielding, yet general synthesis of electrophilic chloroacetone equivalents 11a-f is described. The enol ethers are assembled in three steps starting with trichloride 29 in overall yields of 57-93%. Nucleophilic displacement of the chloromethyl chlorine with a range of organometallic reagents generates dichlorides 30 in yields of 58-99%, which can be dehydrohalogenated with t-BuOK/THF in yields of 87-99% to produce enol ethers 31. Conversion of the allyl chlorides 31 to the corresponding allyl iodides 11 with 72-99% yield completes the synthetic sequence. The entire sequence can be performed in less than 48 h on a >50 mmol scale.