N-[3-(5-hydroxyoxolan-3-yl)phenyl]acetamide | 133570-33-9

• 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: N-[3-(5-hydroxyoxolan-3-yl)phenyl]acetamide
• CAS: 133570-33-9
• 化学式: C₁₂H₁₅NO₃
• 分子量: 221.256
• InChiKey: WQUPCEKYJWGBHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.47
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  58.56
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-[3-(5-hydroxyoxolan-3-yl)phenyl]acetamide 在 Celite 、 silver carbonate 作用下， 以 甲苯 为溶剂， 反应 0.5h， 以85%的产率得到N-[3-(5-Oxo-tetrahydro-furan-3-yl)-phenyl]-acetamide
  参考文献：
  名称：

  β-Vinyl-γ-butyrolactones via the palladium-catalysed reaction of vinyl triflates with Z-2-buten-1,4-diol

  摘要：

  The palladium-catalysed reaction of vinyl triflates with Z-2-buten-1,4-diol affords beta-vinyl-gamma-butyrolactols (4-vinyl-2-hydroxy-tetrahydrofurans) which are converted into the corresponding beta-vinyl-gamma-butyrolactones by a smooth oxidation with Ag2CO3 on celite. Preparation of beta-substituted-gamma-butyrolactones can be performed without the isolation of the intermediate gamma-butyrolactols, thus simplifying the procedure and usually with higher overall yields. The outcome of the palladium-catalysed formation of beta-substituted-gamma-butyrolactols strongly depends on the nature of the added base. Best results are obtained by using NaHCO3 or K2CO3 in the presence of n-Bu4NCl or TEBA.

  DOI：

  10.1016/s0040-4020(01)86427-9
• 作为产物：
  描述：

  顺式-1,2-二羟甲基乙烯 、 N-(3-碘苯基)乙酰胺 在 palladium diacetate 四丁基氯化铵 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.75h， 以82%的产率得到N-[3-(5-hydroxyoxolan-3-yl)phenyl]acetamide
  参考文献：
  名称：

  β-Vinyl-γ-butyrolactones via the palladium-catalysed reaction of vinyl triflates with Z-2-buten-1,4-diol

  摘要：

  The palladium-catalysed reaction of vinyl triflates with Z-2-buten-1,4-diol affords beta-vinyl-gamma-butyrolactols (4-vinyl-2-hydroxy-tetrahydrofurans) which are converted into the corresponding beta-vinyl-gamma-butyrolactones by a smooth oxidation with Ag2CO3 on celite. Preparation of beta-substituted-gamma-butyrolactones can be performed without the isolation of the intermediate gamma-butyrolactols, thus simplifying the procedure and usually with higher overall yields. The outcome of the palladium-catalysed formation of beta-substituted-gamma-butyrolactols strongly depends on the nature of the added base. Best results are obtained by using NaHCO3 or K2CO3 in the presence of n-Bu4NCl or TEBA.

  DOI：

  10.1016/s0040-4020(01)86427-9

文献信息

• ARCADI, A.;BERNOCCHI, E.;CACCHI, S.;RARINELLI, F., TETRAHEDRON, 47,(1991) N, C. 1525-1540
  作者：ARCADI, A.、BERNOCCHI, E.、CACCHI, S.、RARINELLI, F.

  DOI：——

  日期：——