pentan-3-yl butyrate | 117903-18-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: pentan-3-yl butyrate
• 英文别名: 3-pentyl butyrate；butanoic acid 1-ethylpropyl ester；Butanoic acid, 1-ethylpropyl ester；pentan-3-yl butanoate
• CAS: 117903-18-1
• 化学式: C₉H₁₈O₂
• 分子量: 158.241
• InChiKey: FRXGTSJCPKKJHS-UHFFFAOYSA-N

物化性质

• 沸点：
  176.5±8.0 °C(Predicted)
• 密度：
  0.874±0.06 g/cm3(Predicted)
• 保留指数：
  1014

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 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：

  pentan-3-yl butyrate 生成 丁酸
  参考文献：
  名称：

  DE, JESO B.;DROUILLARD, S.;DEGUELL-CASTAING, M.;MAILLARD, B., SYNTH. COMMUN., 18,(1988) N 14, C. 1699-1705

  摘要：

  DOI：
• 作为产物：
  描述：

  丁酸酐 、 3-戊醇 反应 10.0h， 生成 pentan-3-yl butyrate
  参考文献：
  名称：

  在中性条件下使用酯和氢的释放，用钌钳催化的醇酰化醇

  摘要：

  在中性条件下，伴随分子氢的释放，使用未活化的酯，特别是对称酯（例如乙酸乙酯），将仲醇酰化。这种空前的，对环境无害的反应是由脱芳构的钌夹PNN络合物均匀催化的。

  DOI：

  10.1002/adsc.201000663
• 作为试剂：
  描述：

  丁酸戊酯 在 phosphate buffer 、 pig pancreatic lipase 、 pentan-3-yl butyrate 作用下， 以 水 为溶剂， 生成 戊醇 、 丁酸
  参考文献：
  名称：

  Jeso, B. De; Drouillard, S.; Degueil-Castaing, M., Synthetic Communications, 1988, vol. 18, # 14, p. 1699 - 1706

  摘要：

  DOI：

文献信息

• Ruthenium Pincer‐Catalyzed Cross‐Dehydrogenative Coupling of Primary Alcohols with Secondary Alcohols under Neutral Conditions
  作者：Dipankar Srimani、Ekambaram Balaraman、Boopathy Gnanaprakasam、Yehoshoa Ben‐David、David Milstein

  DOI：10.1002/adsc.201200438

  日期：2012.9.17

  Cross‐dehydrogenative coupling of primary alcohols with secondary alcohols to obtain mixed esters with the liberation of molecular hydrogen is achieved in high yield and good selectivity under neutral conditions, using a bipyridyl‐based PNN ruthenium(II) pincer catalyst.

  使用基于联吡啶的PNN钌（II）钳形催化剂，在中性条件下以高收率和良好的选择性实现了伯醇与仲醇的交叉脱氢偶联，以得到混合的酯并释放出分子氢。
• USE OF RUTHENIUM COMPLEXES FOR FORMATION AND/OR HYDROGENATION OF AMIDES AND RELATED CARBOXYLIC ACID DERIVATIVES
  申请人：Milstein David

  公开号：US20120253042A1

  公开（公告）日：2012-10-04

  A process for preparing amides by reacting a primary amine and a primary alcohol in the presence of a Ruthenium complex to generate the amide and molecular hydrogen. Primary amines are directly acylated by equimolar amounts of alcohols to produce amides and molecular hydrogen (the only byproduct) in high yields and high turnover numbers. Also disclosed are processes for hydrogenation of amides to alcohols and amines; hydrogenation of organic carbonates to alcohols; hydrogenation of carbamates or urea derivatives to alcohols and amines; amidation of esters; acylation of alcohols using esters; coupling of alcohols with water and a base to form carboxylic acids; dehydrogenation of beta-amino alcohols to form pyrazines and cyclic dipeptides; and dehydrogenation of secondary alcohols to ketones. These reactions are catalyzed by a Ruthenium complex which is based on a dearomatized PNN-type ligand of formula A1 or precursors thereof of formulae A2 or A3.

  一种制备酰胺的方法，包括在Ruthenium配合物的存在下，通过反应一种一级胺和一种一级醇生成酰胺和分子氢。直接用等摩尔量的醇对一级胺进行酰化反应，可以高产率、高周转数地生成酰胺和分子氢（唯一的副产物）。此外，还揭示了将酰胺氢化为醇和胺的方法；将有机碳酸酯氢化为醇的方法；将氨基甲酸酯或尿素衍生物氢化为醇和胺的方法；酯的酰胺化反应；使用酯对醇进行酰化反应；将醇与水和碱偶联形成羧酸；将β-氨基醇脱氢生成吡嗪和环肽；以及将二级醇脱氢生成酮的方法。这些反应由基于A1式或A2式或A3式的去芳香的PNN型配体的Ruthenium配合物催化。
• Ruthenium complexes and their uses in processes for formation and/or hydrogenation of esters, amides and derivatives thereof
  申请人：Milstein David

  公开号：US09045381B2

  公开（公告）日：2015-06-02

  The present invention relates to novel Ruthenium catalysts and related borohydride complexes, and the use of such catalysts, inter alia, for (1) hydrogenation of amides (including polyamides) to alcohols and amines; (2) preparing amides from alcohols with amines (including the preparation of polyamides (e.g., polypeptides) by reacting dialcohols and diamines and/or by polymerization of amino alcohols); (3) hydrogenation of esters to alcohols (including hydrogenation of cyclic esters (lactones) or cyclic di-esters (di-lactones) or polyesters); (4) hydrogenation of organic carbonates (including polycarbonates) to alcohols and hydrogenation of carbamates (including polycarbamates) or urea derivatives to alcohols and amines; (5) dehydrogenative coupling of alcohols to esters; (6) hydrogenation of secondary alcohols to ketones; (7) amidation of esters (i.e., synthesis of amides from esters and amines); (8) acylation of alcohols using esters; (9) coupling of alcohols with water to form carboxylic acids; and (10) dehydrogenation of beta-amino alcohols to form pyrazines. The present invention further relates to the novel uses of certain pyridine Ruthenium catalysts.

  本发明涉及新型钌催化剂及相关硼氢化物络合物的使用，其中包括以下用途：(1)将酰胺（包括聚酰胺）加氢成为醇和胺；(2)通过醇和胺制备酰胺（包括通过双醇和双胺反应制备聚酰胺（例如多肽）和通过氨基醇聚合制备聚酰胺）；(3)将酯加氢成为醇（包括环酯（内酯）或环二酯（内二酯）或聚酯的加氢）；(4)将有机碳酸酯（包括聚碳酸酯）加氢成为醇和将氨基甲酸酯（包括聚氨基甲酸酯）或脲衍生物加氢成为醇和胺；(5)将醇脱氢偶合成酯；(6)将二级醇加氢成为酮；(7)酯胺化（即从酯和胺合成酰胺）；(8)使用酯对醇进行酰化；(9)将醇与水偶联形成羧酸；以及(10)将β-氨基醇脱氢成为吡嗪。本发明还涉及某些吡啶钌催化剂的新型用途。
• NOVEL RUTHENIUM COMPLEXES AND THEIR USES IN PROCESSES FOR FORMATION AND/OR HYDROGENATION OF ESTERS, AMIDES AND DERIVATIVES THEREOF
  申请人：Milstein David

  公开号：US20130281664A1

  公开（公告）日：2013-10-24

  The present invention relates to novel Ruthenium catalysts and related borohydride complexes, and the use of such catalysts, inter alia, for (1) hydrogenation of amides (including polyamides) to alcohols and amines; (2) preparing amides from alcohols with amines (including the preparation of polyamides (e.g., polypeptides) by reacting dialcohols and diamines and/or by polymerization of amino alcohols); (3) hydrogenation of esters to alcohols (including hydrogenation of cyclic esters (lactones) or cyclic di-esters (di-lactones) or polyesters); (4) hydrogenation of organic carbonates (including polycarbonates) to alcohols and hydrogenation of carbamates (including polycarbamates) or urea derivatives to alcohols and amines; (5) dehydrogenative coupling of alcohols to esters; (6) hydrogenation of secondary alcohols to ketones; (7) amidation of esters (i.e., synthesis of amides from esters and amines); (8) acylation of alcohols using esters; (9) coupling of alcohols with water to form carboxylic acids; and (10) dehydrogenation of beta-amino alcohols to form pyrazines. The present invention further relates to the novel uses of certain pyridine Ruthenium catalysts.

  本发明涉及新型钌催化剂和相关硼氢化物配合物，以及使用这些催化剂，包括：（1）将酰胺（包括聚酰胺）加氢为醇和胺；（2）用胺从醇制备酰胺（包括通过二元醇和二胺反应或氨基醇聚合制备聚酰胺（例如聚肽））；（3）将酯加氢为醇（包括环酯（内酯）或环二酯（二内酯）或聚酯的加氢）；（4）将有机碳酸酯（包括聚碳酸酯）加氢为醇和将氨基甲酸酯（包括聚氨基甲酸酯）或脲衍生物加氢为醇和胺；（5）醇的脱氢缩合成酯；（6）将二级醇加氢为酮；（7）酯的酰胺化（即从酯和胺合成酰胺）；（8）使用酯对醇进行酰化；（9）将醇与水偶联形成羧酸；以及（10）β-氨基醇的脱氢缩合形成吡嗪的新用途。本发明还涉及某些吡啶基钌催化剂的新用途。
• Use of ruthenium complexes for formation and/or hydrogenation of amides and related carboxylic acid derivatives
  申请人：Milstein David

  公开号：US09290441B2

  公开（公告）日：2016-03-22

  A process for preparing amides by reacting a primary amine and a primary alcohol in the presence of a Ruthenium complex to generate the amide and molecular hydrogen. Primary amines are directly acylated by equimolar amounts of alcohols to produce amides and molecular hydrogen (the only byproduct) in high yields and high turnover numbers. Also disclosed are processes for hydrogenation of amides to alcohols and amines; hydrogenation of organic carbonates to alcohols; hydrogenation of carbamates or urea derivatives to alcohols and amines; amidation of esters; acylation of alcohols using esters; coupling of alcohols with water and a base to form carboxylic acids; dehydrogenation of beta-amino alcohols to form pyrazines and cyclic dipeptides; and dehydrogenation of secondary alcohols to ketones. These reactions are catalyzed by a Ruthenium complex which is based on a dearomatized PNN-type ligand of formula A1 or precursors thereof of formulae A2 or A3.

  一种通过在Ruthenium配合物存在下反应一级胺和一级醇以生成酰胺和分子氢的方法。一级胺可直接与等摩尔量的醇酰化，以高收率和高周转数产生酰胺和分子氢（唯一的副产物）。还公开了将酰胺氢化为醇和胺的方法；将有机碳酸酯氢化为醇的方法；将氨基甲酸酯或脲衍生物氢化为醇和胺的方法；酯的酰胺化；使用酯对醇进行酰化；将醇与水和碱耦合形成羧酸；β-氨基醇的脱氢形成吡嗪和环二肽；以及二级醇的脱氢形成酮。这些反应由基于公式A1的脱芳香PNN型配体或其前体公式A2或A3的Ruthenium配合物催化。