1-(4-(2-hydroxypropyl)phenyl)ethanone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-(2-hydroxypropyl)phenyl)ethanone
• 英文别名: 1-(4-acetylphenyl) propan-2-ol；1-(4-acetylphenyl)-propan-2-ol；1-[4-(2-hydroxypropyl)phenyl]ethanone
• 化学式: C₁₁H₁₄O₂
• 分子量: 178.231
• InChiKey: AIWGDAMMOKXOGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-(2-hydroxypropyl)phenyl)ethanone 在 sodium dichromate 、 硫酸 、 铬酸 作用下， 以 水 为溶剂， 生成 1-(4-acetylphenyl)propan-2-one
  参考文献：
  名称：

  Secondary amines, their preparation and use in pharmaceutical

  摘要：

  具有以下化学式的化合物：##STR1## 其中R.sub.1、R.sub.2、R.sub.3、R.sub.4、R.sub.5、Y和X的定义如下，对于降低异常高血糖和血脂水平，治疗肥胖或高血糖是有用的。

  公开号：

  US04396627A1
• 作为产物：
  描述：

  2-Acetoxy-1-(4-acetylphenyl)propane 以 sodium hydroxide 为溶剂， 生成 1-(4-(2-hydroxypropyl)phenyl)ethanone
  参考文献：
  名称：

  Secondary amines, their preparation and use in pharmaceutical

  摘要：

  具有以下化学式的化合物：##STR1## 其中R.sub.1、R.sub.2、R.sub.3、R.sub.4、R.sub.5、Y和X的定义如下，对于降低异常高血糖和血脂水平，治疗肥胖或高血糖是有用的。

  公开号：

  US04396627A1

文献信息

• [EN] PROCESS FOR THE PREPARATION OF ENANTIOMERICALLY ENRICHED ESTERS AND ALCOHOLS<br/>[FR] PROCEDE D'ELABORATION D'ESTERS ET D'ALCOOLS A ENRICHISSEMENT ENANTIOMERE
  申请人：DSM IP ASSETS BV

  公开号：WO2005014509A1

  公开（公告）日：2005-02-17

  The invention relates to a process for the preparation of an enantiomerically enriched ester, in which a mixture of the enantiomers of the corresponding chiral secondary alcohol in the presence of a racemisation catalyst for the substrate is subjected to an enantioselective acylation with the aid of an acyl donor and a stereoselective acylation catalyst upon which the enantiomerically enriched ester and an acyl donor residue are formed, in the presence of a carbonyl compound and wherein the racemisation catalyst comprises at least one ligand and a metal M chosen from group IIIa, IIIb, IVb of the periodic system, preferably Al.

  该发明涉及一种用于制备对映体富集酯的方法，其中在底物的旋光异构体混合物存在下，通过使用一个底物的消旋催化剂，将相应的手性二级醇的旋光异构体混合物进行不对称酰化，借助酰基供体和立体选择性酰化催化剂，在存在羰基化合物的情况下，形成对映体富集酯和一个酰基供体残基，其中消旋催化剂包括至少一种配体和选择自周期系统的IIIa、IIIb、IVb族金属M，优选为铝。
• Nickel-Catalyzed Regiodivergent Opening of Epoxides with Aryl Halides: Co-Catalysis Controls Regioselectivity
  作者：Yang Zhao、Daniel J. Weix

  DOI：10.1021/ja410704d

  日期：2014.1.8

  Epoxides are versatile intermediates in organic synthesis, but have rarely been employed in cross-coupling reactions. We report that bipyridine-ligated nickel can mediate the addition of functionalized aryl halides, a vinyl halide, and a vinyl triflate to epoxides under reducing conditions. For terminal epoxides, the regioselectivity of the reaction depends upon the cocatalyst employed. Iodide cocatalysis

  环氧化物是有机合成中的通用中间体，但很少用于交叉偶联反应。我们报告说，联吡啶连接的镍可以在还原条件下介导官能化芳基卤化物、乙烯基卤化物和乙烯基三氟甲磺酸酯与环氧化物的加成。对于末端环氧化物，反应的区域选择性取决于所用的助催化剂。碘化物共催化通过碘醇中间体在受阻较小的位置打开。Titanocene 共催化导致在更受阻的位置打开，大概是通过 Ti(III) 介导的自由基生成。1,2-二取代的环氧化物在两种条件下都打开，主要形成反式产物。
• Secondary amines, their preparation and use in pharmaceutical compositions
  申请人：BEECHAM GROUP PLC

  公开号：EP0021636A1

  公开（公告）日：1981-01-07

  The compounds of formula (II); in which R1 is a hydrogen, fluorine, chlorine or bromine atom or a hydroxyl, hydroxymethyl, methyl, methoxyl, amino, formamido, acetamido, methylsulphonylamido, nitro, benzyloxy, methylsulphonylmethyl, ureido, trifluoromethyl or p-methoxybenzylamino group; R2 is a hydrogen, fluorine, chlorine or bromine atom or a hydroxyl group; R3 is a hydrogen, chlorine or bromine atom or a hydroxyl group, R4 is an alkyl group of 1 to 10 carbon atoms substituted by a hydroxyl, lower alkoxyl, oxo, lower acyloxy or OCH2CO2H group or lower alkyl esterthereof; R5 is a hydrogen, chlorine orfluorine atom of a methyl, methoxyl or hydroxyl group or a carboxylic acid group or a salt, ester or amide thereof; R6 is a hydrogen atom or a methyl, ethyl or propyl group; R7 is a hydrogen atom or a methyl, ethyl or propyl group; X is an oxygen atom or a bond; and Y is an alkylene group of up to 6 carbon atoms or a bond, have been found to possess anti-obesity and/or anti-hyperglycaemic activity. They are prepared by for analogous compounds usual methods.

  式(II)化合物； 其中 R1 是氢、氟、氯或溴原子或羟基、羟甲基、甲基、甲氧基、氨基、甲酰氨基、乙酰氨基、甲磺酰氨基、硝基、苄氧基、甲磺酰甲基、脲基、三氟甲基或对甲氧基苄基氨基；R2 是氢、氟、氯或溴原子或羟基； R3 是氢、氯或溴原子或羟基， R4 是被羟基、低级烷氧基、氧代、低级酰氧基或 OCH2CO2H 基团或其低级烷基酯取代的 1 至 10 个碳原子的烷基；R5 是甲基、甲氧基或羟基或羧基或其盐、酯或酰胺的氢、氯或氟原子；R6 是氢原子或甲基、乙基或丙基；R7 是氢原子或甲基、乙基或丙基；X 是氧原子或键；Y 是最多 6 个碳原子的亚烷基或键。它们是通过类似化合物的通常方法制备的。
• Process for the preparation of enantiomerically enriched esters and alcohols
  申请人：——

  公开号：US20040077059A1

  公开（公告）日：2004-04-22

  Method for the preparation of an enantiomerically enriched ester, in which a mixture of the enantiomers of the corresponding secondary alcohol is subjected, in the presence of an acyl donor, to an enantioselective conversion in the presence of a racemisation catalyst upon which the ester is formed and an acyl donor residue is obtained, and in which the acyl donor residue is irreversibly removed from the phase in which the enantioselective conversion takes place. Preferably the enantioselective conversion is carried out enzymatically and a transfer hydrogenation catalyst is used as racemisation catalyst. The secondary alcohol can be formed in situ from the corresponding ketone, in the presence of a hydrogen donor. It is also possible to use a mixture of the secondary alcohol and the corresponding ketone as substrate. Preferably the acyl donor is chosen so that the acyl donor residue is converted in situ into another compound and/or the acyl donor residue is removed via distillation under reduced pressure. The enantiomerically enriched esters obtained can subsequently be converted into the corresponding enantiomerically enriched alcohols, which are desirable intermediate products in the preparation of liquid crystals, agro chemicals or pharmaceuticals.

  制备对映体富集酯的方法，在该方法中，相应仲醇的对映体混合物在酰基供体存在下，在消旋化催化剂存在下进行对映体选择性转化，在此过程中形成酯并获得酰基供体残留物，酰基供体残留物不可逆转地从进行对映体选择性转化的相中移除。最好用酶法进行对映选择性转化，并使用转移氢化催化剂作为消旋化催化剂。 在氢供体存在的情况下，仲醇可由相应的酮原位生成。也可以使用仲醇和相应酮的混合物作为底物。 最好选择酰基供体，以便酰基供体残留物就地转化为另一种化合物和/或通过减压蒸馏除去酰基供体残留物。 获得的对映体富集酯随后可转化为相应的对映体富集醇，这些醇是制备液晶、农用化学品或药物的理想中间产品。
• Oxidation process of aromatic compounds
  申请人：KUREHA KAGAKU KOGYO KABUSHIKI KAISHA

  公开号：EP0267759B1

  公开（公告）日：1993-03-10