3-氧代丁基甲酸酯 | 99419-33-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 3-氧代丁基甲酸酯
• 英文名称: 4-Formyloxy-2-butanone
• 英文别名: 4-formyloxy-butan-2-one；4-Formyloxy-butan-2-on；2-Butanone, 4-(formyloxy)-；3-oxobutyl formate
• CAS: 99419-33-7
• 化学式: C₅H₈O₃
• 分子量: 116.117
• InChiKey: BKXSGWPINKWBDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  8
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-氧代丁基甲酸酯 生成 4-formyloxy-butan-2-one semicarbazone
  参考文献：
  名称：

  Conjugate intra- and intermolecular addition mediated by methoxide anion on polymeric support

  摘要：

  By treatment with methoxide anion on polymeric support (IRA 900), chiral beta -oxo or beta -sulphonylamides 2 bearing an alpha,beta -unsaturated ester gave 3,4-disubstituted pyrrolidin-2-ones 3 as easily separable diastereomeric mixtures in good yield and moderate-to-good stereoselection. The polymeric reagent was also effective in promoting both intermolecular conjugate addition and alkylation reactions. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(00)01490-8
• 作为产物：
  描述：

  3-butynyl formate 在 十二羰基三钌 甲酸 作用下， 反应 3.0h， 生成 3-氧代丁基甲酸酯
  参考文献：
  名称：

  Hydration of alkynes in anhydrous medium with formic acid as water donor

  摘要：

  Formic acid has been found to hydrate alkynes in the absence of water to give oxo products and carbon monoxide. The scope of the reaction of alkynes and formic acid has been delineated. Hydrocarbon alkynes were found to be reactive in the absence of catalyst. Functionalized alkynes, in particular oxygenated alkynes, are inert toward formic acid but can be activated catalytically with Ru3(CO)12. Consequently, all the tested types of alkynes were found to give oxo products and CO with formic acid. The mechanism of the reaction was examined. With some alkynes, the primary oxo products underwent secondary reactions that gave rise to unexpected products.

  DOI：

  10.1021/jo00078a023

文献信息

• High pressure promoted (2+2) cycloadditions of ketene acetals with carbonyl compounds
  作者：René W.M. Aben、Hans W. Scheeren

  DOI：10.1016/s0040-4039(00)85970-5

  日期：1983.1

  Cycloadditions of ketene acetals (R1R2C=C(OR)2) with carbonyl compounds (R3COR4) are strongly promoted by increase or pressure. At 12 kbar oxetanes are even obtained from very polar ketene acetals (R1,R2=H,H or H,Cl) and - in the presence of a Lewis acid - with unactivated ketones (R3 and R4 = alkyl). The reaction proceeds via a cisoid dipolar transition state; when relevant mainly trans-substituted

  通过增加或加压，可大大促进乙烯酮缩醛（R 1 R 2 C = C（OR）2）与羰基化合物（R 3 COR 4）的环加成反应。在12kbar下，甚至从极极性的乙烯酮缩醛（R 1，R 2＝ H，H或H，Cl）和在路易斯酸存在下由未活化的酮（R 3和R 4＝烷基）获得氧杂环丁烷。该反应通过一个cisoid偶极过渡态进行。当相关时，主要形成反式取代的氧杂环丁烷。
• Menashe Naim, Shvo Youval, J. Org. Chem, 58 (1993) N 26, S 7434-7439
  作者：Menashe Naim, Shvo Youval

  DOI：——

  日期：——
• Hydration of alkynes in anhydrous medium with formic acid as water donor
  作者：Naim Menashe、Youval Shvo

  DOI：10.1021/jo00078a023

  日期：1993.12

  Formic acid has been found to hydrate alkynes in the absence of water to give oxo products and carbon monoxide. The scope of the reaction of alkynes and formic acid has been delineated. Hydrocarbon alkynes were found to be reactive in the absence of catalyst. Functionalized alkynes, in particular oxygenated alkynes, are inert toward formic acid but can be activated catalytically with Ru3(CO)12. Consequently, all the tested types of alkynes were found to give oxo products and CO with formic acid. The mechanism of the reaction was examined. With some alkynes, the primary oxo products underwent secondary reactions that gave rise to unexpected products.
• Conjugate intra- and intermolecular addition mediated by methoxide anion on polymeric support
  作者：Cristiana Fava、Roberta Galeazzi、Eugenia Maria Gonzalez-Rosende、Mario Orena

  DOI：10.1016/s0040-4039(00)01490-8

  日期：2000.10

  By treatment with methoxide anion on polymeric support (IRA 900), chiral beta -oxo or beta -sulphonylamides 2 bearing an alpha,beta -unsaturated ester gave 3,4-disubstituted pyrrolidin-2-ones 3 as easily separable diastereomeric mixtures in good yield and moderate-to-good stereoselection. The polymeric reagent was also effective in promoting both intermolecular conjugate addition and alkylation reactions. (C) 2000 Published by Elsevier Science Ltd.