1-(2-羟基-2-苯基乙基)吡咯烷-2,5-二酮 | 68239-22-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(2-羟基-2-苯基乙基)吡咯烷-2,5-二酮
• 英文名称: N-(2-hydroxy-2-phenylethyl)-2,5-pyrrolidinedione
• 英文别名: 1-(2-hydroxy-2-phenylethyl)succinimide；N-(β-hydroxy-phenethyl)-succinimide；N-(β-Hydroxy-phenaethyl)-succinimid；1-(2-hydroxy-2-phenylethyl)pyrrolidine-2,5-dione；1-Phenyl-2-succinimido-ethanol-(1)
• CAS: 68239-22-5
• 化学式: C₁₂H₁₃NO₃
• mdl: MFCD14587013
• 分子量: 219.24
• InChiKey: HSSJOOBLHQOTFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-羟基-2-苯基乙基)吡咯烷-2,5-二酮 在 盐酸 作用下， 生成 2-氨基-1-苯乙醇
  参考文献：
  名称：

  [关于苯乙烯的氨解，制备苯基氨基乙醇。第四部分 环氧化物的氨解]。

  摘要：

  DOI：

  10.1002/ardp.19592921212
• 作为产物：
  描述：

  1-(氯甲基)吡咯烷-2,5-二酮 、 苯甲醛 在 chromium dichloride 、 lithium iodide 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以84%的产率得到1-(2-羟基-2-苯基乙基)吡咯烷-2,5-二酮
  参考文献：
  名称：

  Preparation and reactivity of highly functionalized organometallics at the .alpha. position of oxygen or nitrogen

  摘要：

  Alpha-Halogenoalkyl carboxylates (FG-R1CH(X)(OCOR2); FG = COOR, CN, SR; X = I, Br) were readily prepared by the addition of an acid chloride or bromide (R2COX; X = Br or Cl) to an aldehyde (FG-RCHO) in the presence of a catalytic amount of ZnCl2. They insert efficiently zinc dust in THF-DMSO (X = Br, 8-10-degrees-C, 6-10 h) affording the corresponding zinc organometallics at the a position to oxygen FG-RCH(ZnBr)(OAc). After the addition of the THF-soluble copper salt CuCN.2LiCl, the corresponding copper reagents FG-RCH(Cu(CN)ZnBr)(OAc) are formed and reacted with various classes of electrophiles such as acid chlorides, aldehydes, enones, allylic and alkynyl halides, activated alkynes, nitro olefins and alkylidenemalonates providing polyfunctional molecules in excellent yields. Similarly, zinc organometallics at the a position to the nitrogen of cyclic imides were prepared by the zinc insertion to cyclic alpha-chloromethyl (or alpha-chloroethyl) imides. After their transmetalation to the corresponding copper organometallic ((R1CO)2NCH(R)(Cu(CN)ZnCl); R = Me or H), they were reacted with allylic and alkynyl halides and ethyl propiolate affording polyfunctional imides. The reaction of cyclic N-(chloromethyl)imides with aldehydes in the presence of chromium(II) chloride in THF furnishes protected amino alcohols in 36-95% yield.

  DOI：

  10.1021/jo00055a010

文献信息

• Terada, Nippon Kagaku Zasshi, 1956, vol. 77, p. 1265
  作者：Terada

  DOI：——

  日期：——
• Process for producing nitroacetophenone compounds
  申请人：PARKE DAVIS &

  公开号：US02794836A1

  公开（公告）日：1957-06-04
• Speckamp, W. N.; Boer, J. J. J. de, Recueil des Travaux Chimiques des Pays-Bas, 1983, vol. 102, # 9, p. 410 - 414
  作者：Speckamp, W. N.、Boer, J. J. J. de

  DOI：——

  日期：——
• Nitrate compounds and process for producing same
  申请人：PARKE DAVIS &

  公开号：US02794809A1

  公开（公告）日：1957-06-04
• DE810028
  申请人：——

  公开号：——

  公开（公告）日：——