3,4-Dimethyl-4-hydroxy-1-heptene | 90676-42-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,4-Dimethyl-4-hydroxy-1-heptene
• 英文别名: 3,4-dimethyl-hept-1-en-4-ol；3,4-Dimethyl-hepten-(1)-ol-(4)；3,4-Dimethylhept-1-en-4-ol
• CAS: 90676-42-9
• 化学式: C₉H₁₈O
• 分子量: 142.241
• InChiKey: OLDONCZQBOMSTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-戊酮 、 alkaline earth salt of/the/ methylsulfuric acid 在 乙醚 作用下， 生成 3,4-Dimethyl-4-hydroxy-1-heptene
  参考文献：
  名称：

  Gaudemar, Bulletin de la Societe Chimique de France, 1958, p. 1475

  摘要：

  DOI：

文献信息

• One-Pot Synthesis of Homoallylic Alcohols via a Facile Conversion of Allylic Alcohols into Allylic Iodides
  作者：Takaya Kanai、Shinji Irifune、Yasutaka Ishii、Masaya Ogawa

  DOI：10.1055/s-1989-27223

  日期：——

  Allylic alcohols were readily converted into allylic iodides by hydrogen iodide generated in situ from chlorotrimethylsilane/sodium iodide and water, or alcohols, under mild conditions. Displacement of allylic alcohols containing a terminal double bond gave allylic iodides accompanied by allylic rearrangement. This procedure has successfully been extended to a one-pot synthesis of homoallylic alcohols by carrying out successive Barbier type reactions.

  烯丙醇在温和条件下通过氯三甲基硅烷/碘化钠和水或醇现场生成的氢碘酸，可以方便地转化为烯丙基碘化物。具有末端双键的烯丙醇的取代反应会产生伴随烯丙基重排的烯丙基碘化物。这一方法已成功扩展为通过连续的巴比耶型反应，实现高烯丙醇的一锅法合成。
• Electrogenerated zinc as the catalyst in the allylation of carbonyl compounds direct synthesis of α-methylene-γ-lactones
  作者：Y. Rollin、S. Derien、E. Duñach、C. Gebehenne、J. Perichon

  DOI：10.1016/s0040-4020(01)87246-x

  日期：1993.8

  The electroreduction of a catalytic amount of ZnBr2 in acetonitrile provided a active Zn*, able to catalyze the reductive coupling of allyl bromides and chlorides with carbonyl compounds with high regioselectivity. Substituted α-methylene γ-lactones were obtained from functionalized allyl derivatives.

  乙腈中催化量的ZnBr 2的电还原可提供活性Zn *，该催化剂能够以高区域选择性催化烯丙基溴和氯化物与羰基化合物的还原偶联。从官能化的烯丙基衍生物获得取代的α-亚甲基γ-内酯。
• SmCl3-catalyzed electrochemical reductive allylation of ketones
  作者：Hassan Hebri、Elisabet Duñach、Jacques Périchon

  DOI：10.1016/s0040-4039(00)60322-2

  日期：1993.2

  A series of homoallylic alcohols was prepared in moderate to good yields from allyl chlorides and ketones, through an electrochemical method using SmCl3 as the catalyst precursor. The electrosyntheses were carried out in undivided cells fitted with a consumable magnesium anode.

  通过使用SmCl 3作为催化剂前体的电化学方法，从烯丙基氯和酮以中等至良好的产率制备了一系列均丙醇。电合成在装有消耗性镁阳极的未分割电池中进行。
• Iron-catalyzed allylation of ketones
  作者：Muriel Durandetti、Jacques Périchon

  DOI：10.1016/j.tetlet.2006.06.134

  日期：2006.8

  Allylation of ketones has been efficiently performed using iron-complex catalysis and led to homoallylic alcohols in high yields. (c) 2006 Elsevier Ltd. All rights reserved.
• Gaudemar,M., Bulletin de la Societe Chimique de France, 1962, p. 974 - 987
  作者：Gaudemar,M.

  DOI：——

  日期：——