5-Ethyl-4-methylfuran-2(5H)-one | 52945-87-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: 5-Ethyl-4-methylfuran-2(5H)-one
• 英文别名: 2-ethyl-3-methyl-2H-furan-5-one
• CAS: 52945-87-6
• 化学式: C₇H₁₀O₂
• 分子量: 126.155
• InChiKey: DLQZKPIMJVKTIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-Ethyl-4-methylfuran-2(5H)-one 在 镍 chromium(VI) oxide 、 硫酸 、 氢气 、 二异丁基氢化铝 作用下， 以 甲醇 、 乙醇 为溶剂， 生成 (R)-4-methylheptan-3-one
  参考文献：
  名称：

  Preparation des methyl-4 heptanols-3 erythro et threo optiquement purs.

  摘要：

  DOI：

  10.1016/s0040-4039(00)71485-7
• 作为产物：
  描述：

  (4R)-4-hydroxyhex-2-ynoic acid 在 acide paratoluenesulfonique 作用下， 生成 5-Ethyl-4-methylfuran-2(5H)-one
  参考文献：
  名称：

  Preparation des methyl-4 heptanols-3 erythro et threo optiquement purs.

  摘要：

  DOI：

  10.1016/s0040-4039(00)71485-7

文献信息

• A highly stereoselective osmium tetroxide-catalyzed hydroxylation of γ-hydroxy α,β-usaturated esters
  作者：Gilbert Stork、Michael Kahn

  DOI：10.1016/s0040-4039(00)88233-7

  日期：1983.1

  The hyroxylation of α,β-unsaturated esters catalyzed by osmium-tetroxide leads to 3,4-dihydroxy-lactones of predictable stereochemistry.

  四氧化催化的α，β-不饱和酯的羟基氧化反应可产生可预测的立体化学的3,4-二羟基内酯。
• Ruthenium Carbene Complexes with <i>N</i>,<i>N</i>‘-Bis(mesityl)imidazol-2-ylidene Ligands:  RCM Catalysts of Extended Scope
  作者：Alois Fürstner、Oliver R. Thiel、Lutz Ackermann、Hans-Jörg Schanz、Steven P. Nolan

  DOI：10.1021/jo9918504

  日期：2000.4.1

  The ruthenium carbene complexes 3a,b bearing imidazol-2-ylidene ligands constitute excellent precatalysts for ring-closing metathesis (RCM) reactions allowing the formation of tri- and tetrasubstituted cycloalkenes. They also apply to annulations that are beyond the scope of the standard Grubbs carbene 1 as well as to ring-closing reactions of acrylic acid derivatives even if the resulting alpha,beta-unsaturated lactones (or lactams) are tri- or tetrasubstituted. The reactivity of 3a was found to be highly dependent on the reaction medium: particularly high reaction rates are observed in toluene, although this solvent also leads to an increased tendency of the catalyst to isomerize the double bonds of the substrates.
• Unsaturated spiro-γ-lactone formation by the dissociative reduction of bromoacetates
  作者：R.J. Kolt、D. Griller、D.D.M. Wayner

  DOI：10.1016/s0040-4039(00)97292-7

  日期：1990.1

  Unsaturated spiro-gamma-butyrolactones can be prepared in good yields from bromoacetate precursors by a simple route that requires only 2-propanol as solvent and free radical initiation.
• Rhodium carbonyl-catalyzed carbonylation of unsaturated compounds
  作者：Pangbu Hong、Takaya Mise、Hiroshi Yamazaki

  DOI：10.1016/0022-328x(91)86063-v

  日期：1991.7

  In the presence of Rh4(CO)12 catalyst modified with triphenylphosphine the cross-hydrocarbonylation of 1-alkyne (RC2H; R = Me, Et, (n)Pr, (n)Bu, and (t)Bu) and ethylene using 2-propanol as the hydrogen donor gives 3-alkyl-5-ethyl-2(5H)-furanone (4, 44-69%), along with a small amount of 4-alkyl-5-ethyl-2(5H)-furanone (5, 1-8%). When acetylene itself is used, gamma-caprolactone (6a), which is the hydrogenation product of the expected 5-ethyl-2(5H)-furanone (4a), is obtained. The yield of 6a depends on the nature of the phosphine employed and decreases in the following order: PR3 = P(C6H4F-p)3 > PPh3 > P(C6H4Me-p)3 > P(C6H4OMe-p)3 > PPh2Et > PPhEt2 > PEt3.
• KOLT, R. J.;GRILLER, D.;WAYNER, D. D. M., TETRAHEDRON LETT, 31,(1990) N2, C. 7539-7540
  作者：KOLT, R. J.、GRILLER, D.、WAYNER, D. D. M.

  DOI：——

  日期：——