5-(1-Methoxy-allyl)-benzo[1,3]dioxole | 40581-87-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 5-(1-Methoxy-allyl)-benzo[1,3]dioxole
• 英文别名: 1'-Methoxysafrole；5-(1-methoxyprop-2-enyl)-1,3-benzodioxole
• CAS: 40581-87-1
• 化学式: C₁₁H₁₂O₃
• 分子量: 192.214
• InChiKey: NQUDYPVSZJWEJN-UHFFFAOYSA-N

物化性质

• 沸点：
  260.5±29.0 °C(Predicted)
• 密度：
  1.139±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(1-Methoxy-allyl)-benzo[1,3]dioxole 在 palladium on activated charcoal 氢氧化钾 作用下， 反应 22.0h， 以52%的产率得到5-(1-methoxypropyl)-1,3-benzodioxolane
  参考文献：
  名称：

  Palladium charcoal-catalyzed deprotection of O-allylphenols

  摘要：

  Allyl aryl ethers can be easily cleaved by the use of 10% Pd/C under mild and basic conditions. The present reaction would involve a SET process rather than a pi-allyl-palladium complex. The scope and limitation of this new deprotective methodology is also described. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.05.097
• 作为产物：
  描述：

  O-[3-(3,4-methylenedioxyphenyl)-2-propenyl]vanillin 、 甲醇 在 四(三苯基膦)钯 氢氧化钾 作用下， 反应 1.5h， 以100%的产率得到香草醛
  参考文献：
  名称：

  Palladium charcoal-catalyzed deprotection of O-allylphenols

  摘要：

  Allyl aryl ethers can be easily cleaved by the use of 10% Pd/C under mild and basic conditions. The present reaction would involve a SET process rather than a pi-allyl-palladium complex. The scope and limitation of this new deprotective methodology is also described. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.05.097

文献信息

• Electrochemical methoxylation of allyl and propenyl derivatives of phenol and phenol ethers
  作者：Isidoro Barba、Rafael Chinchilla、Cecilia Gomez

  DOI：10.1021/jo00297a051

  日期：1990.5
• BARBA, ISIDORO;CHINCHILLA, RAFAEL;GOMEZ, CECILIA, J. ORG. CHEM., 55,(1990) N0, C. 3270-3272
  作者：BARBA, ISIDORO、CHINCHILLA, RAFAEL、GOMEZ, CECILIA

  DOI：——

  日期：——
• Palladium charcoal-catalyzed deprotection of O-allylphenols
  作者：Miyuki Ishizaki、Makoto Yamada、Shin-ichi Watanabe、Osamu Hoshino、Kiyoshi Nishitani、Maiko Hayashida、Atsuko Tanaka、Hiroshi Hara

  DOI：10.1016/j.tet.2004.05.097

  日期：2004.8

  Allyl aryl ethers can be easily cleaved by the use of 10% Pd/C under mild and basic conditions. The present reaction would involve a SET process rather than a pi-allyl-palladium complex. The scope and limitation of this new deprotective methodology is also described. (C) 2004 Elsevier Ltd. All rights reserved.