4-氯苯甲酸丙酯 | 25800-30-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-氯苯甲酸丙酯
• 英文名称: propyl 4-chlorobenzoate
• CAS: 25800-30-0
• 化学式: C₁₀H₁₁ClO₂
• mdl: MFCD12178053
• 分子量: 198.649
• InChiKey: BLEFFSGNRQPNCA-UHFFFAOYSA-N

物化性质

• 保留指数：
  1406;1415;1420;1419;1428;1434

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  4-氯苯甲酸丙酯 在 C₄₆H₇₁Cl₃N₂Pd 、 氨 、 sodium t-butanolate 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 以69%的产率得到对氨基苯甲酸正丙酯
  参考文献：
  名称：

  Selective Cross-Coupling of (Hetero)aryl Halides with Ammonia To Produce Primary Arylamines using Pd-NHC Complexes

  摘要：

  Herein we report the first example of (hetero)-arylation of ammonia using a monoligated palladium-NHC complex. The new, rationally designed, precatalyst (DiMeIHept(Cl))Pd(allyl)Cl featuring highly branched alkyl chains has been shown to be effective in selective aminations across a range of challenging substrates, including nitrogen containing heterocycles and those featuring base-sensitive functionality. The less bulky Pd-PEPPSI-IPent(Cl) precatalyst performs well for ortho-substituted aryl halides, giving monoarylated products in high yield with good selectivity.

  DOI：

  10.1021/acs.organomet.6b00830
• 作为产物：
  描述：

  对氯三氟甲苯 在 硫酸 、 三氧化硫 作用下， 生成 4-氯苯甲酸丙酯
  参考文献：
  名称：

  Some Reactions of the Trifluoromethyl Group in the Benzotrifluoride Series. II. Alcoholysis¹

  摘要：

  DOI：

  10.1021/ja01162a029

文献信息

• Synthesis of Esters by Functionalisation of CO2
  申请人：Commissariat a L'Energie Atomique et aux Energies Alternatives

  公开号：US20170240485A1

  公开（公告）日：2017-08-24

  The invention relates to a method for (I) producing a carboxylic ester of formula (I). Said method comprises the steps of: a) bringing an organosilane/borane of formula Si or B into contact with CO 2 , in the presence of a catalyst and an electrophilic compound of formula (III), the groups R 1 , R 2 , R 3 , R 4 , R 5 , Y, and M′ being as defined in claim 1; and optionally b) recovering the compound of formula (I) produced.

  该发明涉及一种制备化学式（I）的羧酸酯的方法。该方法包括以下步骤：a）在催化剂和化学式（III）的亲电性化合物的存在下，将化学式Si或B的有机硅烷/硼烷与CO2接触，其中所述的基团R1、R2、R3、R4、R5、Y和M'如权利要求1所定义；以及可选的b）回收所产生的化学式（I）的化合物。
• Facile oxidation of benzyl ethers by the 2-nitrobenzenesulfonylperoxyl intermediate generated from 2-nitrobenzenesulfonyl chloride and superoxide
  作者：Yong Hae Kim、Yong Il Kim、Joong Young Kim

  DOI：10.1039/a800106e

  日期：——

  Various benzyl ethers react with a 2-nitrobenzenesulfonylperoxyl radical intermediate generated from 2-nitrobenzenesulfonyl chloride and potassium superoxide at –25 °C in acetonitrile to give the corresponding esters in high yields.

  多种苄基醚在乙腈中与从2-硝基苯磺酰氯和过钾氧化物在-25℃下生成的2-硝基苯磺酰过氧自由基中间体反应，以高收率得到相应的酯。
• Facile and efficient gold-catalyzed aerobic oxidative esterification of activated alcohols
  作者：Lianyue Wang、Jun Li、Wen Dai、Ying Lv、Yi Zhang、Shuang Gao

  DOI：10.1039/c3gc42075b

  日期：——

  facile and efficient methodology is presented for the direct oxidative esterification of alcohols with alcohols catalyzed by NaAuCl4. Just in the presence of a low catalytic amount of base additive, the newly developed catalytic system proceeds with high selectivity and broad substrate scope under mild conditions with dioxygen or air as the environmentally benign terminal oxidant. Various alcohols including

  提出了一种简便有效的方法，将醇与NaAuCl 4催化的醇直接氧化酯化。仅在催化量低的碱添加剂存在下，新开发的催化系统在温和的条件下，以双氧或空气作为环境友好的终端氧化剂，具有高的选择性和广泛的底物范围。使各种醇（包括苄醇和烯丙基醇）与甲醇，甚至与长链脂族醇平稳反应，以良好至极佳的收率（高达95％的收率）提供所需的产物。本系统显示出高催化活性，TOF高达219 h -1。反应过程的动力学研究为催化途径提供了基本的见识，并基于控制实验的结果提出了可能的反应途径。进行XPS，TEM和UV-vis以表征本催化体系中Au催化剂的化学状态。结果表明，Au纳米颗粒原位生成并负载在K 2 CO 3上，形成了简单，可回收和选择性的醇直接氧化酯化催化剂体系。
• Solvent-Free Esterification of Carboxylic Acids and Alcohols in the Presence of Silphos [PCl_3-n(SiO₂)_n] as a Heterogeneous Phosphine Reagent
  作者：Ambati Narasimha Rao、Kumaran Ganesan、Chandra Kant Shinde

  DOI：10.1080/00397911.2011.555903

  日期：2012.8.1

  Abstract An efficient solvent-free method for the preparation of esters from various aromatic and aliphatic acids with primary, secondary, and tertiary alcohols using a heterogeneous phosphine reagent, silphos [PCl3-n(SiO2)n], in good yields is reported. GRAPHICAL ABSTRACT

  摘要 报道了一种使用多相膦试剂 silphos [PCl3-n(SiO2)n] 从各种芳香族和脂肪酸与伯醇、仲醇和叔醇制备酯的有效无溶剂方法，收率良好。图形概要
• Catalytic Action of Azolium Salts. VIII. Oxidative Aroylation with Arenecarbaldehydes Catalyzed by 1,3-Dimethylbenzimidazolium Iodide.
  作者：Akira MIYASHITA、Yumiko SUZUKI、Izuru NAGASAKI、Chie ISHIGURO、Ken-ichi IWAMOTO、Takeo HIGASHINO

  DOI：10.1248/cpb.45.1254

  日期：——

  Refluxing of a mixture of benzaldehyde (1a), 1, 3-dimethylbenzimidazolium iodide (7), p-nitroaniline (9b) as an oxidizing agent, and 1, 8-diazabicyclo[5, 4, 0]-7-undecene (DBU) in MeOH afforded methyl benzoate (2a) in good yield. Other methyl arenecarboxylates 2 were similarly obtained from arenecarbaldehydes 1. We showed that this aroylation proceeds via the 2-aroyl-1, 3-dimethylbenzimidazolium salt (8). The 1, 2, 4-triazolium salt (18) and the naphtho[1, 2-d]imidazolium salt (19) were also effective catalysts for this oxidative aroylation. However, the aroylation did not proceed with the imidazolium salt (20). In the presence of flavins (25a-c), arenecarbaldehydes 1 reacted in MeOH under aerobic conditions catalyzed by the benzimidazolium salt 7 to give the corresponding methyl arenecarboxylates 2. 1-Methyl-3-[3-(10-phenylisoalloxazin-3-yl)propyl]benzimidazolium bromide (27) is an effective complex catalyst for this oxidative aroylation.

  将苯甲醛(1a)、1,3-二甲基苯并咪唑鎓碘化物(7)和作为氧化剂的4-硝基苯胺(9b)与1,8-二氮杂双环[5,4,0]十一碳-7-烯(DBU)的甲醇溶液回流反应，可得到产率良好的苯甲酸甲酯(2a)。其他甲基芳香羧酸酯2也可通过类似的途径从芳香醛1得到。我们证明，这种羰基化反应是通过2-羰基-1,3-二甲基苯并咪唑鎓盐(8)进行的。1,2,4-三唑鎓盐(18)和萘并[1,2-d]咪唑鎓盐(19)也是这种氧化羰基化反应的有效催化剂。然而，咪唑鎓盐(20)并不能促使该反应进行。在黄素(25a-c)存在下，芳香醛1在甲醇中经苯并咪唑鎓盐7催化的有氧条件下反应，生成相应的甲基芳香羧酸酯2。1-甲基-3-[3-(10-苯基异黄酮-3-基)丙基]苯并咪唑鎓溴化物(27)是一种有效的氧化羰基化反应复合催化剂。

表征谱图