α-(2,2-diethoxyethyl)benzyl cyanide | 92500-59-9

• 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: α-(2,2-diethoxyethyl)benzyl cyanide
• 英文别名: 4,4-diethoxy-2-phenyl-butyronitrile；(+/-)-4.4-Diaethoxy-2-phenyl-buttersaeure-nitril；4,4-Diaethoxy-2-phenyl-butyronitril；4,4-Diethoxy-2-phenylbutanenitrile
• CAS: 92500-59-9
• 化学式: C₁₄H₁₉NO₂
• 分子量: 233.31
• InChiKey: HWTARGPLTRBZOJ-UHFFFAOYSA-N

物化性质

• 沸点：
  120-121 °C(Press: 0.2 Torr)
• 密度：
  1.020±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  α-(2,2-diethoxyethyl)benzyl cyanide 在 盐酸 、 氢氧化钾 、 溴 、 一水合肼 作用下， 以 溶剂黄146 为溶剂， 反应 5.5h， 生成 4-phenylpyridazin-3(2H)-one
  参考文献：
  名称：

  Breukelman, Stephen P.; Meakins, G. Denis, Journal of the Chemical Society. Perkin transactions I, 1985, p. 1627 - 1636

  摘要：

  DOI：
• 作为产物：
  描述：

  苯乙腈 在 乙醚 、 sodium amide 作用下， 生成 α-(2,2-diethoxyethyl)benzyl cyanide
  参考文献：
  名称：

  Bergel et al., Journal of the Chemical Society, 1944, p. 261,264

  摘要：

  DOI：

文献信息

• A Facile Synthesis of 3-Substituted Glutaraldehyde Monoacetals from Nitriles
  作者：Giorgio Chelucci

  DOI：10.1055/s-1991-26497

  日期：——

  3-Substituted glutaraldehyde monoacetals 7 have been prepared in 48-58% overall yield, consecutively by the alkylation of nitriles, first with 2-bromo-1,1-diethoxyethane (2) and then with 2-iodomethyl-1,3-dioxolane (4), followed by removal of the cyano group and selective hydrolysis of the diethyl acetal function.

  3-取代的戊二醛单乙缩醛7已通过连续步骤以48-58%的总产率制备，首先通过氰基与2-溴-1,1-二乙氧基乙烷（2）的烷基化反应，随后与2-碘甲基-1,3-二氧杂环戊烷（4）反应，接着去除氰基并选择性水解二乙基乙缩醛官能团。
• A new synthesis of monosubstituted succinaldehydes and 3-substituted pyrroles from acetonitriles. Formal synthesis of 2,3-dihydro-7-methyl-2H-pyrrolizidin-1-one (Danaidone), a semiochemical of danaid butterflies
  作者：Jose Manuel Méndez、Blas Flores、Fernando León、María Eugenia Martínez、Alfredo Vázquez、Gustavo Alberto García、Manuel Salmón

  DOI：10.1016/0040-4039(96)00765-4

  日期：1996.6

  A convenient and versatile synthesis of monosubstituted succinaldehydes and 3-substituted pyrroles from acetonitriles was devised. The methodology was applied to the preparation of , the penultimate intermediate in the Meinwald and Meinwald synthesis of Danaidone.12

  设计了一种方便，通用的由乙腈合成单取代的琥珀醛和3-取代的吡咯的方法。将该方法应用于Danaidone的Meinwald和Meinwald合成中的倒数第二个中间体。12
• Substituted benzamides with conformationally restricted side chains. 2. Indolizidine derivatives as central dopamine receptor antagonists
  作者：Frank D. King、Michael S. Hadley、Christine M. McClelland

  DOI：10.1021/jm00117a008

  日期：1988.9

  The substituted benzamides metoclopramide (1) and clebopride (3) are stimulants of gastric motility. They are also central dopamine receptor antagonists with 3 being the more potent. This is presumed to be due to an additional interaction of its N-benzyl group with the receptor. The effect of restricting the conformation of this group by replacing the N-benzylpiperidine side chain of 3 by phenyl-substituted quinolizidines and indolizidines has been investigated. Only the indolizidines had significant activity, the nature of which depended upon the orientation of the phenyl substituent. The 2 alpha-phenyl isomers 5d-h were potent central dopamine D2 receptor antagonists with 5h showing selectivity for the limbic system. The 2 beta-phenyl isomer 5c was a gastric motility stimulant devoid of significant central dopamine receptor antagonist activity. Implications on receptor models are discussed.
• Chelucci, Giorgio; Giacomelli, Giampaolo; Scano, Gianfranco, Gazzetta Chimica Italiana, 1991, vol. 121, # 2, p. 107 - 108
  作者：Chelucci, Giorgio、Giacomelli, Giampaolo、Scano, Gianfranco

  DOI：——

  日期：——
• King, Frank D., Journal of the Chemical Society. Perkin transactions I, 1986, p. 447 - 454
  作者：King, Frank D.

  DOI：——

  日期：——