3,4-Dimethoxy-phenylessigsaeure-diaethylamid | 1219-26-7

• 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: 3,4-Dimethoxy-phenylessigsaeure-diaethylamid
• 英文别名: 3,4-Dimethoxyphenylacetic acid diethylamide；2-(3,4-dimethoxyphenyl)-N,N-diethylacetamide
• CAS: 1219-26-7
• 化学式: C₁₄H₂₁NO₃
• mdl: MFCD01196179
• 分子量: 251.326
• InChiKey: SIHICTSKNIEYTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,4-Dimethoxy-phenylessigsaeure-diaethylamid 在 双(环戊二烯)氯化锆氘化物 作用下， 以 四氢呋喃 为溶剂， 反应 0.08h， 以92%的产率得到1-Deuterio-2-(3,4-dimethoxyphenyl)ethanone
  参考文献：
  名称：

  使用Cp 2 Zr（D）Cl从叔酰胺一步一步轻松地合成氘标记的醛

  摘要：

  氘标记的醛的合成通过使用市售的Cp 2 Zr（D）Cl还原酰胺以方便且简便的方式完成。反应进行迅速（约15分钟），产率高（70-99％）。

  DOI：

  10.1016/j.tetlet.2004.02.030

文献信息

• Topical cosmetic preparations for the treatment of oily hair and
  申请人：Henkel Kommanditgesellschaft auf Aktien

  公开号：US04493823A1

  公开（公告）日：1985-01-15

  This invention relates to topical cosmetic preparations. More particularly, this invention relates to a topical cosmetic preparation for the treatment of oily hair and seborrheic skin which comprises an effective amount of at least one compound of the formula ##STR1## wherein R.sub.1, R.sub.2, and R.sub.3, any of which may be the same or different, each represent hydrogen, hydroxyl, or --OR.sub.4, where R.sub.4 is an alkyl of from 1 to 6 carbon atoms or a substituted or unsubstituted benzyl, or two of the groups R.sub.1, R.sub.2, and R.sub.3 represent methylenedioxy; X is a substituted or unsubstituted alkylene of from 1 to 3 carbon atoms; and Y is --COOH, --CN, --CONR.sub.5 R.sub.6, or --COOR.sub.7, where R.sub.5 and R.sub.6 each represent hydrogen, alkyl of from 1 to 6 carbon atoms, or substituted or unsubstituted aryl, or aralkyl, or together with the nitrogen atom R.sub.5 and R.sub.6 represent a heterocycle, and R.sub.7 is an alkyl of from 1 to 6 carbon atoms or a substituted or unsubstituted aralkyl.

  本发明涉及局部化妆品制剂。更具体地说，本发明涉及一种用于治疗油性头发和脂溢性皮肤的局部化妆品制剂，其包含有效量的至少一种式为##STR1##的化合物，其中R.sub.1，R.sub.2和R.sub.3，任何一个可以相同或不同，分别代表氢，羟基或--OR.sub.4，其中R.sub.4是1到6个碳原子的烷基或取代或未取代的苄基，或者R.sub.1，R.sub.2和R.sub.3中的两个代表亚甲二氧基；X是1到3个碳原子的取代或未取代的烷基；Y是--COOH，--CN，--CONR.sub.5R.sub.6或--COOR.sub.7，其中R.sub.5和R.sub.6分别代表氢，1到6个碳原子的烷基，或取代或未取代的芳基或芳基烷基，或与氮原子R.sub.5和R.sub.6一起代表杂环，而R.sub.7是1到6个碳原子的烷基或取代或未取代的芳基烷基。
• Mild and Selective Hydrozirconation of Amides to Aldehydes Using Cp₂Zr(H)Cl:  Scope and Mechanistic Insight
  作者：Jared T. Spletstoser、Jonathan M. White、Ashok Rao Tunoori、Gunda I. Georg

  DOI：10.1021/ja066362+

  日期：2007.3.1

  An investigation of the use of Cp2Zr(H)Cl (Schwartz's reagent) to reduce a variety of amides to the corresponding aldehydes under very mild reaction conditions and in high yields is reported. A range of tertiary amides, including Weinreb's amides, can be converted directly to the corresponding aldehydes with remarkable chemoselectivity. Primary and secondary amides proved to be viable substrates for reduction as well, although the yields were somewhat diminished as compared to the corresponding tertiary amides. Results from NMR experiments suggested the presence of a stable, 18-electron zirconacycle intermediate that presumably affords the aldehyde upon water or silica gel workup. A series of competition experiments revealed a preference of the reagent for substrates in which the lone pair of the nitrogen is electron releasing and thus more delocalized across the amide bond by resonance. This trend accounts for the observed excellent selectivity for tertiary amides versus esters. Experiments regarding the solvent dependence of the reaction suggested a kinetic profile similar to that postulated for the hydrozirconation of alkenes and alkynes. Addition of p-anisidine to the reaction intermediate resulted in the formation of the corresponding imine mimicking the addition of water that forms the aldehyde.
• US4493823A
  申请人：——

  公开号：US4493823A

  公开（公告）日：1985-01-15
• One-step facile synthesis of deuterium labeled aldehydes from tertiary amides using Cp2Zr(D)Cl
  作者：Jared T. Spletstoser、Jonathan M. White、Gunda I. Georg

  DOI：10.1016/j.tetlet.2004.02.030

  日期：2004.3

  The synthesis of deuterium labeled aldehydes was accomplished in an expedient and facile manner through the reduction of amides using commercially available Cp2Zr(D)Cl. The reactions proceeded rapidly (ca. 15 min) and in high yields (70–99%).

  氘标记的醛的合成通过使用市售的Cp 2 Zr（D）Cl还原酰胺以方便且简便的方式完成。反应进行迅速（约15分钟），产率高（70-99％）。