4,5-dimethoxy-2-formylallylbenzene | 79928-73-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4,5-dimethoxy-2-formylallylbenzene
• 英文别名: 6-allylveratraldehyde；Allyl-4,5-dimethoxybenzaldehyde；4,5-dimethoxy-2-prop-2-enylbenzaldehyde
• CAS: 79928-73-7
• 化学式: C₁₂H₁₄O₃
• 分子量: 206.241
• InChiKey: ATJVUFUIEWFOPO-UHFFFAOYSA-N

物化性质

• 沸点：
  322.5±37.0 °C(Predicted)
• 密度：
  1.065±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,5-dimethoxy-2-formylallylbenzene 在 2-氯吡啶 、 亚碘酰苯 、 氢氟酸 、 scandium tris(trifluoromethanesulfonate) 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 14.0h， 生成 6-allyl-3,4-dimethoxybenzyl 1-bromo-2-naphthoate
  参考文献：
  名称：

  用（二氟碘）苯氧化 N-叔丁基二甲基甲硅烷基腙原位生成的重氮烷烃酯化羧酸的一般程序

  摘要：

  羧酸与重氮烷烃形成酯的双分子反应是最温和和最有效的有机转化之一，但除了重要的甲基酯化反应外，很少用于合成。这在很大程度上是由于作为底物的高级重氮烷烃难以接近且稳定性差的结果。在这项工作中，我们描述了一种通过用（二氟碘）苯氧化 N-叔丁基二甲基甲硅烷基腙 (TBSH) 来合成重氮烷烃的新方法，这是一种迄今为止未在腙氧化的背景下探索的试剂。当在羧酸底物存在下进行时，氧化导致有效的原位酯化。除了大大扩展了现在可用于酯化的重氮烷烃的范围之外，

  DOI：

  10.1021/ja0459779
• 作为产物：
  描述：

  甲基丁香酚 、 N-甲基甲酰苯胺 、 三氯氧磷 以5%的产率得到
  参考文献：
  名称：

  NARASIMHAN, N. S.;MUKHOPADHYAY, T.;KUSURKAR, S. S., INDIAN J. CHEM., 1981, 20, N 7, 546-548

  摘要：

  DOI：

文献信息

• Efficient Synthesis of Polycyclic γ-Lactams by Catalytic Carbonylation of Ene-Imines via Nickelacycle Intermediates
  作者：Yoichi Hoshimoto、Keita Ashida、Yukari Sasaoka、Ravindra Kumar、Ken Kamikawa、Xavier Verdaguer、Antoni Riera、Masato Ohashi、Sensuke Ogoshi

  DOI：10.1002/anie.201703187

  日期：2017.7.3

  The nickel(0)‐catalyzed carbonylative cycloaddition of 1,5‐ and 1,6‐ene‐imines with carbon monoxide (CO) is reported. Key to this reaction is the efficient regeneration of the catalytically active nickel(0) species from nickel carbonyl complexes such as [Ni(CO)3L]. A variety of tri‐ and tetracyclic γ‐lactams were thus prepared in excellent yields with 100 % atom efficiency. Preliminary results on asymmetric

  据报道，镍（0）催化一氧化碳（CO）催化1,5-和1,6-烯-亚胺的羰基环化加成反应。该反应的关键是从羰基镍络合物（例如[Ni（CO）3 L] ）中高效再生催化活性的Ni（0）。因此，以优异的收率和100％的原子效率制备了各种三环和四环γ-内酰胺。关于不对称衍生物的初步结果有望在对映体富集的多环γ-内酰胺的合成中具有潜力。
• New liposoluble unsaturated benzalmalonate derivatives and their use as
  申请人：L'Oreal

  公开号：US05175340A1

  公开（公告）日：1992-12-29

  The invention relates to an unsaturated benzalmalonate derivative of formula: ##STR1## in which: R.sub.1 and R.sub.2 denote a hydrogen atom, a hydroxyl, a trimethylsiloxy, a C.sub.1 -C.sub.6 straight or branched chain alkyl, C.sub.1 -C.sub.6 straight or branched chain alkoxy or a --(CH.sub.2).sub.p --C(R.sub.4).dbd.CH.sub.2 radical, where p is an integer between 1 and 10 and preferably between 1 and 4 and R.sub.4 denotes a hydrogen atom or a C.sub.1 -C.sub.4 straight or branched chain alkyl radical, one of the two radicals R.sub.1 or R.sub.2 denoting a residue --(CH.sub.2).sub.p --C(R.sub.4).dbd.CH.sub.2, R.sub.3 denotes a hydrogen atom, a C.sub.1 -C.sub.6 straight or branched chain alkyl radical or a C.sub.1 -C.sub.6 straight or branched chain alkoxy radical, R.sub.5 and R.sub.6, which are identical or different, denote a C.sub.1 -C.sub.8 straight or branched chain alkyl radical. Use as a sunscreen in cosmetic compositions.

  本发明涉及一种无饱和苯甲酸酯衍生物，其化学式为：##STR1## 其中：R.sub.1和R.sub.2表示氢原子，羟基，三甲基硅氧基，C.sub.1-C.sub.6直链或支链烷基，C.sub.1-C.sub.6直链或支链烷氧基或--(CH.sub.2).sub.p --C(R.sub.4).dbd.CH.sub.2基团，其中p是1到10之间的整数，优选1到4之间的整数，R.sub.4表示氢原子或C.sub.1-C.sub.4直链或支链烷基基团，R.sub.1或R.sub.2中的一个表示残基--(CH.sub.2).sub.p --C(R.sub.4).dbd.CH.sub.2，R.sub.3表示氢原子，C.sub.1-C.sub.6直链或支链烷基基团或C.sub.1-C.sub.6直链或支链烷氧基基团，R.sub.5和R.sub.6相同或不同，表示C.sub.1-C.sub.8直链或支链烷基基团。用于化妆品中的防晒剂组成物。
• Practical Procedures for the Preparation of <i>N</i>-<i>tert</i>-Butyldimethylsilylhydrazones and Their Use in Modified Wolff−Kishner Reductions and in the Synthesis of Vinyl Halides and <i>g</i><i>em</i>-Dihalides
  作者：Michael E. Furrow、Andrew G. Myers

  DOI：10.1021/ja049694s

  日期：2004.5.1

  In this work we develop practical chemistry for the preparation of N-tert-butyldimethylsilylhydrazone (TBSH) derivatives from carbonyl-containing compounds and show that these products serve as superior alternatives to simple hydrazones in Wolff-Kishner-type reduction reactions, in the Barton vinyl iodide preparation, in the synthesis of vinyl bromides, and in the synthesis of gem-diiodides, gem-dibromides, and gem-dichlorides. In our new procedure for silyl hydrazone synthesis, aliphatic and aromatic ketones and aldehydes are shown to undergo highly efficient coupling (typically >95% yield) to form the corresponding TBSH derivatives when combined with equimolar amounts of 1,2-bis(tert-butyldimethylsilyl)hydrazine (BTBSH) and a catalytic quantity of scandium trifluoromethanesulfonate (typically, 0.01 mol %), neat, or in solvent. Optimized procedures are provided for the use of TBSH derivatives in a Wolff-Kishner-type reduction protocol that proceeds at low temperature (23-100 degreesC) and in a single reaction flask. Similarly, protocols for the use of TBSH derivatives as precursors to vinyl halides and gem-dihalides are described in detail.
• Narasimhan, N. S.; Mukhopadhyay, T.; Kusurkar, S. S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1981, vol. 20, # 7, p. 546 - 548
  作者：Narasimhan, N. S.、Mukhopadhyay, T.、Kusurkar, S. S.

  DOI：——

  日期：——
• US5175340A
  申请人：——

  公开号：US5175340A

  公开（公告）日：1992-12-29