1,3-Benzenedimethanol, 5-(hexyloxy)- | 686780-98-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,3-Benzenedimethanol, 5-(hexyloxy)-
• 英文别名: [3-hexoxy-5-(hydroxymethyl)phenyl]methanol
• CAS: 686780-98-3
• 化学式: C₁₄H₂₂O₃
• 分子量: 238.327
• InChiKey: QRLUHHPZESDEOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3-Benzenedimethanol, 5-(hexyloxy)- 在 sodium hydroxide 、 Celite 、 pyridinium chlorochromate 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 14.0h， 生成
  参考文献：
  名称：

  Synthesis, X-ray Structure, and Self-Assembly of Functionalized Bis(2,2‘:6‘,2‘ ‘-terpyridinyl)arenes

  摘要：

  [GRAPHICS]meta-Bis(terpyridinyl)phenol has been synthesized from 0-benzyl-3,5-di(formyl)phenol in three steps. Its alkylation afforded a series of bisterpyridinylarenes, which can be self-assembled to afford the corresponding hexametallomacrocycles possessing Fe(II), Zn(II), or Ru(II) connectivity.

  DOI：

  10.1021/ol0364529
• 作为产物：
  描述：

  溴己烷 在 lithium aluminium tetrahydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 73.0h， 生成 1,3-Benzenedimethanol, 5-(hexyloxy)-
  参考文献：
  名称：

  Synthesis, X-ray Structure, and Self-Assembly of Functionalized Bis(2,2‘:6‘,2‘ ‘-terpyridinyl)arenes

  摘要：

  [GRAPHICS]meta-Bis(terpyridinyl)phenol has been synthesized from 0-benzyl-3,5-di(formyl)phenol in three steps. Its alkylation afforded a series of bisterpyridinylarenes, which can be self-assembled to afford the corresponding hexametallomacrocycles possessing Fe(II), Zn(II), or Ru(II) connectivity.

  DOI：

  10.1021/ol0364529

文献信息

• RUTHENIUM COMPLEXES AND THEIR USES AS CATALYSTS IN PROCESSES FOR FORMATION AND/OR HYDROGENATION OF ESTERS, AMIDES AND RELATED REACTIONS
  申请人：YEDA RESEARCH AND DEVELOPMENT CO. LTD.

  公开号：US20170283447A1

  公开（公告）日：2017-10-05

  The present invention relates to novel Ruthenium complexes of formulae A1-A4 and their use, inter alia, for (1) dehydrogenative coupling of alcohols to esters; (2) hydrogenation of esters to alcohols (including hydrogenation of cyclic esters (lactones) or cyclic di-esters (di-lactones), or polyesters); (3) preparing amides from alcohols and amines—(including the preparation of polyamides (e.g., polypeptides) by reacting dialcohols and diamines and/or polymerization of amino alcohols and/or forming cyclic dipeptides from p-aminoalcohols; (4) hydrogenation of amides (including cyclic dipeptides, polypeptides and polyamides) to alcohols and amines; (5) hydrogenation of organic carbonates (including polycarbonates) to alcohols or hydrogenation of carbamates (including polycarbamates) or urea derivatives to alcohols and amines; (6) dehydrogenation 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 and a base to form carboxylic acids; and (10) preparation of amino acids or their salts by coupling of amino alcohols with water and a base. The present, invention further relates to the use of certain known Ruthenium complexes for the preparation of amino acids or their salts from amino alcohols.

  本发明涉及新型A1-A4式钌配合物及其用途，包括（1）醇的脱氢偶联制备酯；（2）酯的加氢制备醇（包括环酯（内酯）或环二酯（二内酯）的加氢，或聚酯的加氢）；（3）从醇和胺制备酰胺（包括通过二醇和二胺反应或氨基醇的聚合形成聚酰胺（例如，多肽），或从p-氨基醇形成环二肽）；（4）酰胺的加氢（包括环二肽、多肽和聚酰胺的加氢至醇和胺）；（5）有机碳酸酯（包括聚碳酸酯）的加氢至醇或羰基酸酯（包括聚羰基酸酯）或脲衍生物的加氢至醇和胺；（6）次级醇的脱氢至酮；（7）酯的酰胺化（即通过酯和胺合成酰胺）；（8）使用酯对醇进行酰化；（9）醇与水和碱的偶联形成羧酸；以及（10）通过氨基醇与水和碱的偶联制备氨基酸或其盐。本发明还涉及使用某些已知的钌配合物从氨基醇制备氨基酸或其盐。
• Organogelators Derived from [3.3]Metacyclophane Skeleton with a Urea Unit
  作者：Akihiko Tsuge、Ryuichiro Matsushita、Katsuhiko Sakura、Tetsuji Moriguchi、Koji Araki

  DOI：10.1246/cl.2012.485

  日期：2012.5.5

  Dithia[3.3]metacyclophanes with a urea unit having long alkyl chains have been prepared. It has been found out that some of them give stable organogels in some solvents, and their gelating ability ...

  已经制备了具有长烷基链的尿素单元的二硫杂[3.3]元环芳烃。已经发现它们中的一些在某些溶剂中产生稳定的有机凝胶，并且它们的胶凝能力......
• 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。
• 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。
• RUTHENIUM COMPLEXES AND THEIR USES IN PROCESSES FOR FORMATION AND/OR HYDROGENATION OF ESTERS, AMIDES AND DERIVATIVES THEREOF
  申请人：Yeda Research and Development Co. Ltd.

  公开号：EP2629889B1

  公开（公告）日：2019-04-03

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