methyl 6-acetoxy-4-oxohexanoate | 1454661-86-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: methyl 6-acetoxy-4-oxohexanoate
• 英文别名: Methyl 6-acetyloxy-4-oxohexanoate
• CAS: 1454661-86-9
• 化学式: C₉H₁₄O₅
• 分子量: 202.207
• InChiKey: HLBDWXXBNBMTFI-UHFFFAOYSA-N

物化性质

• 沸点：
  286.3±20.0 °C(Predicted)
• 密度：
  1.116±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  14
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 6-acetoxy-4-oxohexanoate 在 正丁基锂 、 silver nitrate 、 溶剂黄146 、 Selectfluor 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 水 为溶剂， 反应 42.5h， 生成 methyl 6-acetoxy-4-((diethoxyphosphoryl)methyl)-4-fluorohexanoate
  参考文献：
  名称：

  Silver-Catalyzed Radical Phosphonofluorination of Unactivated Alkenes

  摘要：

  We report herein a mild and catalytic phosphonofluorination of unactivated alkenes. With catalysis by AgNO3, the condensation of various unactivated alkenes with diethyl phosphite and Selectfluor reagent in CH2Cl2/H2O/HOAc at 40 degrees C led to the efficient synthesis of beta-fluorinated alkylphosphonates with good stereoselectivity and wide functional group compatibility. A mechanism involving silver-catalyzed oxidative generation of phosphonyl radicals and silver-assisted fluorine atom transfer is proposed.

  DOI：

  10.1021/ja408031s
• 作为产物：
  描述：

  2-oxepane-1,5-dione 在 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 生成 methyl 6-acetoxy-4-oxohexanoate
  参考文献：
  名称：

  Silver-Catalyzed Radical Phosphonofluorination of Unactivated Alkenes

  摘要：

  We report herein a mild and catalytic phosphonofluorination of unactivated alkenes. With catalysis by AgNO3, the condensation of various unactivated alkenes with diethyl phosphite and Selectfluor reagent in CH2Cl2/H2O/HOAc at 40 degrees C led to the efficient synthesis of beta-fluorinated alkylphosphonates with good stereoselectivity and wide functional group compatibility. A mechanism involving silver-catalyzed oxidative generation of phosphonyl radicals and silver-assisted fluorine atom transfer is proposed.

  DOI：

  10.1021/ja408031s

文献信息

• Carbonylation of olefins
  申请人：SHELL INTERNATIONALE RESEARCH MAATSCHAPPIJ B.V.

  公开号：EP0495547A2

  公开（公告）日：1992-07-22

  The invention relates to a process for the monocarbonylation of optionally substituted olefinically unsaturated compounds by reaction with carbon monoxide and a coreactant in the presence of a catalyst system comprising: a) a source of palladium cations, b) a source of bidentate diphosphine, and c) a source of anions, characterized in that the diphosphine is selected from the group of diphosphines of formula I,         R¹R²P-X-PR³R⁴   (I) wherein R¹, R², R³ and R⁴ independently represent an optionally substituted aliphatic group, or R¹ and R² together and/or R³ and R⁴ together represent an optionally substituted bivalent aliphatic group, and X represents a bivalent bridging group containing from 1 to 10 atoms in the bridge, to produce various carbonyl compounds including aldehydes, ketones, esters, and amides. The invention also relates to certain catalyst systems useful in this reaction.

  本发明涉及一种在催化剂体系存在下，通过与一氧化碳和核心反应物反应，对任选取代的烯烃类不饱和化合物进行单羰基化的工艺，该催化剂体系包括 a) 钯阳离子源、 b) 双叉二膦源，以及 c) 阴离子源、 其特征在于，二膦选自式 I 的二膦组、 r¹r²p-x-pr³r⁴ (i) 其中 R¹、R²、R³ 和 R⁴ 各自代表任选取代的脂肪族基团，或 R¹ 和 R² 共同和/或 R³ 和 R⁴ 共同代表任选取代的二价脂肪族基团，X 代表桥中含有 1 至 10 个原子的二价桥基，从而生成各种羰基化合物，包括醛、酮、酯和酰胺。本发明还涉及某些用于该反应的催化剂体系。