1-Methoxy-4-(1-methylcyclobut-2-en-1-yl)benzene | 75749-89-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-Methoxy-4-(1-methylcyclobut-2-en-1-yl)benzene
• CAS: 75749-89-2
• 化学式: C₁₂H₁₄O
• 分子量: 174.243
• InChiKey: AWDSMXOHJIQXRN-UHFFFAOYSA-N

物化性质

• 沸点：
  235.1±19.0 °C(Predicted)
• 密度：
  1.019±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 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-Methoxy-4-(1-methylcyclobut-2-en-1-yl)benzene 在 4,5-dihydroimidazol-2-ylidene-Ru 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 64.0h， 生成 1-methoxy-4-(3-methylhexa-1,5-dien-3-yl)benzene
  参考文献：
  名称：

  Employment of a cyclobutene ring-opening metathesis reaction towards a concise synthesis of (±)-sporochnol A

  摘要：

  A concise formal synthesis of (+/-)-sporochnol A 1, a naturally occurring feeding deterrent towards herbivorous fish, is described. The target compound was prepared by the employment of a Ru-catalysed cyclobutene ring-opening metathesis reaction with gaseous ethylene followed by a site selective hydroboration reaction as the key steps. The optimisation of the metathesis process regarding the Ru-catalyst and reaction conditions is also delineated. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02007-x
• 作为产物：
  描述：

  Toluene-4-sulfonic acid 3-(4-methoxy-phenyl)-3-methyl-cyclobutyl ester 在 potassium tert-butylate 作用下， 以 二甲基亚砜 为溶剂， 以65%的产率得到1-Methoxy-4-(1-methylcyclobut-2-en-1-yl)benzene
  参考文献：
  名称：

  Employment of a cyclobutene ring-opening metathesis reaction towards a concise synthesis of (±)-sporochnol A

  摘要：

  A concise formal synthesis of (+/-)-sporochnol A 1, a naturally occurring feeding deterrent towards herbivorous fish, is described. The target compound was prepared by the employment of a Ru-catalysed cyclobutene ring-opening metathesis reaction with gaseous ethylene followed by a site selective hydroboration reaction as the key steps. The optimisation of the metathesis process regarding the Ru-catalyst and reaction conditions is also delineated. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02007-x

文献信息

• Curry, Michael J.; Stevens, Ian D. R., Journal of the Chemical Society. Perkin transactions II, 1980, p. 1391 - 1398
  作者：Curry, Michael J.、Stevens, Ian D. R.

  DOI：——

  日期：——
• CURRY M. J.; STEVENS I. D. R., J. CHEM. SOC. PERKIN TRANS., 1980, PART 2, NO 10, 1391-1398
  作者：CURRY M. J.、 STEVENS I. D. R.

  DOI：——

  日期：——
• Employment of a cyclobutene ring-opening metathesis reaction towards a concise synthesis of (±)-sporochnol A
  作者：Martin J Bassindale、Peter Hamley、Joseph P.A Harrity

  DOI：10.1016/s0040-4039(01)02007-x

  日期：2001.12

  A concise formal synthesis of (+/-)-sporochnol A 1, a naturally occurring feeding deterrent towards herbivorous fish, is described. The target compound was prepared by the employment of a Ru-catalysed cyclobutene ring-opening metathesis reaction with gaseous ethylene followed by a site selective hydroboration reaction as the key steps. The optimisation of the metathesis process regarding the Ru-catalyst and reaction conditions is also delineated. (C) 2001 Elsevier Science Ltd. All rights reserved.