4-(1-hydroxybut-3-ynyl)-2-methoxyphenol | 132927-15-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-(1-hydroxybut-3-ynyl)-2-methoxyphenol
• CAS: 132927-15-2
• 化学式: C₁₁H₁₂O₃
• 分子量: 192.214
• InChiKey: DPNJKOIPGPHGKH-UHFFFAOYSA-N

物化性质

• 熔点：
  115-118 °C
• 沸点：
  374.9±42.0 °C(predicted)
• 密度：
  1.203±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  potassium allenyltrifluoroborate 、 香草醛 在 resin Amberlyst A-31 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以70%的产率得到4-(1-hydroxybut-3-ynyl)-2-methoxyphenol
  参考文献：
  名称：

  Propargylation of Aldehydes Using Potassium Allenyltrifluoroborate

  摘要：

  The commercially available resin Amberlyst A-31 was efficiently used to promote the propargylation of aldehydes using potassium allenyltrifluoroborate. The method is simple and fast, and the products were obtained in short reaction times in high yields and purity at room temperature in a regio- and chemoselective manner.

  DOI：

  10.1055/s-0034-1379163

文献信息

• Efficient method for propargylation of aldehydes promoted by allenylboron compounds under microwave irradiation
  作者：Jucleiton J R Freitas、Queila P S B Freitas、Silvia R C P Andrade、Juliano C R Freitas、Roberta A Oliveira、Paulo H Menezes

  DOI：10.3762/bjoc.16.19

  日期：——

  The propargylation of aldehydes promoted by microwave irradiation using allenylboron compounds in a chemo- and regioselective way is described. The corresponding products were obtained in short reaction time, high yield and purity without the need of any solvent when allenylboronic acid pinacol ester was used, or using a minimal amount of acetone when potassium allenyltrifluoroborate was used.

  描述了通过使用烯丙基硼化合物通过微波辐射以化学和区域选择性方式促进的醛的炔丙基化。当使用烯丙基硼酸频哪醇酯时，不需要任何溶剂，反应时间短，产率高，纯度高，而使用烯丙基三氟硼酸钾时，所使用的丙酮量少。
• Wu, Shihui; Huang, Bangzhou; Gao, Xiang, Synthetic Communications, 1990, vol. 20, # 9, p. 1279 - 1286
  作者：Wu, Shihui、Huang, Bangzhou、Gao, Xiang

  DOI：——

  日期：——
• WU, SHIHU;HUANG, BANGZHOU;GAO, XIANG, SYNTH. COMMUN., 20,(1990) N, C. 1279-1286
  作者：WU, SHIHU、HUANG, BANGZHOU、GAO, XIANG

  DOI：——

  日期：——
• Propargylation of Aldehydes Using Potassium Allenyltrifluoroborate
  作者：Roberta Oliveira、Túlio Couto、Jucleiton Freitas、Juliano Freitas、Italo Cavalcanti、Paulo Menezes

  DOI：10.1055/s-0034-1379163

  日期：——

  The commercially available resin Amberlyst A-31 was efficiently used to promote the propargylation of aldehydes using potassium allenyltrifluoroborate. The method is simple and fast, and the products were obtained in short reaction times in high yields and purity at room temperature in a regio- and chemoselective manner.