2,4-二乙酰基-3-苯基-5-羟基-5-甲基环己酮 | 100483-82-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2,4-二乙酰基-3-苯基-5-羟基-5-甲基环己酮
• 英文名称: 2,4-diacetyl-3-phenyl-5-hydroxy-5-methylcyclohexanone
• 英文别名: 2,4-diacetyl-5-hydroxy-5-methyl-3-phenylcyclohexanone-1；2,4-diacetyl-5-hydroxy-5-methyl-3-phenylcyclohexanone；2,4-diacetyl-5-hydroxy-5-methyl-3-phenyl-cyclohexanone；2,4-Diacetyl-5-hydroxy-5-methyl-3-phenyl-cyclohexanon；2,4-diacetyl-5-hydroxy-5-methyl-3-phenylcyclohexan-1-one
• CAS: 100483-82-7；21225-62-7
• 化学式: C₁₇H₂₀O₄
• 分子量: 288.343
• InChiKey: OZRZBGMRHUJCAZ-UHFFFAOYSA-N

物化性质

• 沸点：
  467.8±45.0 °C(Predicted)
• 密度：
  1.176±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  71.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,4-二乙酰基-3-苯基-5-羟基-5-甲基环己酮 以33%的产率得到
  参考文献：
  名称：

  XARCHENKO, V. G.;SMIRNOVA, N. S.;RYBINA, G. I., ZH. ORGAN. XIMII, 25,(1989) N2, S. 2549-2553

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(苯基-哌啶-1-基甲基)哌啶 、 乙酰丙酮 以 乙醇 为溶剂， 反应 0.5h， 生成 2,4-二乙酰基-3-苯基-5-羟基-5-甲基环己酮
  参考文献：
  名称：

  Niwas, Shri; Kumar, Shiv; Bhaduri, A. P., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1984, vol. 23, # 7, p. 599 - 602

  摘要：

  DOI：

文献信息

• A synthetic entry into fused pyran derivatives through carbon transfer reactions of 1,3-oxazinanes and oxazolidines with carbon nucleophiles
  作者：Kamaljit Singh、Jasbir Singh、Harjit Singh

  DOI：10.1016/0040-4020(96)00879-4

  日期：1996.11

  of various 2 substituted 1,3-oxazinanes 3 and 1,3-oxazolidines 4 with cyclic carbon nucleophiles viz. 5,5-dimethyl-1,3-cyclohexanedione and 1,3-cyclohexanedione furnish xanthene derivatives, whereas a Knoevenagel reaction proceeds with acyclic nucleophiles. In case of 4b and 4c, a unique synthesis of functionalised α-tetralones has emerged. Reactions of mixtures of cyclic and acyclic carbon nucleophiles

  各种2个取代的1,3-恶嗪并3和1,3-恶唑烷4与环状碳亲核试剂的酸催化缩合。5,5-二甲基-1,3-环己二酮和1,3-环己二酮提供了x吨衍生物，而Knoevenagel反应则与无环亲核试剂一起进行。在4b和4c的情况下，出现了功能化的α-四氢萘酮的独特合成。环状和无环碳亲核试剂与3的混合物的反应提供了一些官能化的且部分还原的苯并吡喃衍生物。
• Synthesis of partially hydrogenated isoquinoline derivatives by condensation of 2,4-diacetyl-3-aryl(hetaryl)-5-hydroxy-5-methylcyclohexanones with malononitrile and its dimer and a study of their alkylation
  作者：Vladimir D. Dyachenko、Svetlana M. Sukach、Aleksandr D. Dyachenko

  DOI：10.1007/s10593-015-1658-9

  日期：2015.1

  New derivatives of partially hydrogenated isoquinolines were obtained by condensation of 2,4-diacetyl-3-aryl(hetaryl)-5-hydroxy-5-methylcyclohexanones with malononitrile and its dimer, 2-amino-1,1,3-tricyano-1-propene, and alkylation reactions of the obtained compounds were studied.

  通过2,4-二乙酰基-3-芳基（杂芳基）-5-羟基-5-甲基环己酮与丙二腈及其二聚体2-氨基-1,1,3-三丁烷-1的缩合反应获得部分氢化的异喹啉的新衍生物。 -丙烯，和获得的化合物的烷基化反应进行了研究。
• An efficient regioselective synthesis of functionalized biphenyls via sequential reactions of aromatic aldehydes and β-keto esters or ketones
  作者：Anindra Sharma、Jyoti Pandey、R.P. Tripathi

  DOI：10.1016/j.tetlet.2009.02.001

  日期：2009.4

  Knoevenagel/Michael/Aldol reactions of aromatic aldehydes and β-keto esters/ketones in a sequential manner yielded intermediate cyclohexanones in good yields. The latter, on oxidative aromatization with iodine, afforded functionalized biphenyls with at least one phenolic hydroxyl in moderate to good yields.

  芳族醛和β-酮酯/酮的Knoevenagel / Michael / Aldol反应以连续的方式以良好的收率得到中间体环己酮。后者在用碘进行氧化芳构化后，以中等至良好的产率获得了具有至少一个酚羟基的官能化联苯。
• The mechanism of the hantzsch pyridine synthesis: A study by 15N and 13C NMR spectroscopy
  作者：Alan R. Katritzky、Daryl L. Ostercamp、Taher I. Yousaf

  DOI：10.1016/s0040-4020(01)88178-3

  日期：1986.1

  The mechanism of the reactions of ammonia and benzaldehyde with three different beta-dicarbonyl compounds to form the corresponding dihyropyridines has been followed by NMR. In each case the pathway is shown to involve the reaction of benzaldehyde with one molecule of beta-dicarbonyl to give chalcone, and of the ammonia with a second molecule of beta-dicarbonyl to give an enamine. The rate determining

  氨和氨与苯甲醛与三种不同的β-二羰基化合物反应形成相应的二氢吡啶的反应机理已通过NMR进行了追踪。在每种情况下，均显示该途径涉及苯甲醛与一个分子的β-二羰基分子反应生成查尔酮，而氨与第二分子的β-二羰基分子反应生成烯胺。速率确定阶段显示为查尔酮向烯胺的迈克尔加成。
• Regioselective Ethanolamination and Ketalization of 3-Ph-2,4-diacetyl(diethoxycarbonyl)-5-hydroxy-5-methylcyclohexanones
  作者：Adele Kriven'ko、Eleanor Kozlova、Alexander Grigor'ev、Vitaly Sorokin

  DOI：10.3390/80200251

  日期：——

  The reaction of 3-phenyl-2,4-diacetyl(diethoxycarbonyl)-5-hydroxy-5-methylcyclohexanones with ethanolamine and ethylene glycol proceeds regioselectively using the carbonyl group of the alicycle to produce the corresponding cyclohexenylethanolamines and dioxolanes.

  3-苯基-2,4-二乙酰基（二乙氧基羰基）-5-羟基-5-甲基环己酮与乙醇胺和乙二醇的反应是选择性的，利用脂环的羰基生成相应的环己烯基乙醇胺和二氧戊环。