1-(4-(benzyloxy)phenyl)-3-phenylpropan-1-one | 154479-32-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-(4-(benzyloxy)phenyl)-3-phenylpropan-1-one
• 英文别名: 3-phenyl-1-(4-phenylmethoxyphenyl)propan-1-one
• CAS: 154479-32-0
• 化学式: C₂₂H₂₀O₂
• 分子量: 316.4
• InChiKey: XCOZTJNOPBJKAY-UHFFFAOYSA-N

物化性质

• 沸点：
  491.2±33.0 °C(Predicted)
• 密度：
  1.118±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 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：

  1-(4-(benzyloxy)phenyl)-3-phenylpropan-1-one 在 copper(ll) bromide 作用下， 以 乙醇 、 氯仿 、 乙酸乙酯 为溶剂， 反应 3.5h， 生成 2-benzyl-3-(4-hydroxyphenyl)benzothiophene
  参考文献：
  名称：

  Zhu, Ji; Srikanth, Natarajan; Ng, Siu-Choon, Journal of Chemical Research, Miniprint, 1994, # 3, p. 672 - 682

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-1-(4-(benzyloxy)phenyl)-3-phenylprop-2-en-1-one 在 sodium tetrahydroborate 、 nickel dichloride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.5h， 以75%的产率得到1-(4-(benzyloxy)phenyl)-3-phenylpropan-1-one
  参考文献：
  名称：

  Zhu, Ji; Srikanth, Natarajan; Ng, Siu-Choon, Journal of Chemical Research, Miniprint, 1994, # 3, p. 672 - 682

  摘要：

  DOI：

文献信息

• Selective Catalytic Synthesis of α-Alkylated Ketones and β-Disubstituted Ketones via Acceptorless Dehydrogenative Cross-Coupling of Alcohols
  作者：Dipanjan Bhattacharyya、Bikash Kumar Sarmah、Sekhar Nandi、Hemant Kumar Srivastava、Animesh Das

  DOI：10.1021/acs.orglett.0c04098

  日期：2021.2.5

  phosphine-free pincer ruthenium(III) catalyzed β-alkylation of secondary alcohols with primary alcohols to α-alkylated ketones and two different secondary alcohols to β-branched ketones are reported. Notably, this transformation is environmentally benign and atom efficient with H2O and H2 gas as the only byproducts. The protocol is extended to gram-scale reaction and for functionalization of complex vitamin E

  在本文中，报道了无膦的钳合钌（III）催化仲醇与伯醇的β-烷基化为α-烷基化的酮和两种不同的仲醇为β-支化的酮。值得注意的是，这种转变对环境无害，并且只有H 2 O和H 2气体作为副产物具有原子效率。该协议扩展到克级反应，并用于复杂维生素E和胆固醇衍生物的功能化。
• Direct conversion of secondary propargyl alcohols into 1,3-di-arylpropanone <i>via</i> DBU promoted redox isomerization and palladium assisted chemoselective hydrogenation in a single pot operation
  作者：Rimpa De、S. Antony Savarimuthu、Shubhadeep Chandra、Mrinal K. Bera

  DOI：10.1039/d1nj02972j

  日期：——

  Palladium(II)acetate is found to be an efficient catalyst for the single-step conversion of secondary propargyl alcohols to 1,3-diarylpropanone derivatives under mild basic conditions. The reaction is believed to proceed via redox isomerisation of secondary propargyl alcohols followed by chemoselective reduction of an enone double bond with formic acid as an adequate hydrogen donor. A large number

  发现乙酸钯 ( II ) 是一种有效的催化剂，可在温和的碱性条件下将仲炔醇一步转化为 1,3-二芳基丙酮衍生物。据信，该反应通过仲炔丙醇的氧化还原异构化，然后用甲酸作为适当的氢供体对烯酮双键进行化学选择性还原而进行。大量的 1,3-二芳基丙酮衍生物可以很容易地从毫克级到几克级制备。
• Photoredox-Catalyzed Hydroacylation of Olefins Employing Carboxylic Acids and Hydrosilanes
  作者：Muliang Zhang、Rehanguli Ruzi、Junwei Xi、Nan Li、Zhongkai Wu、Weipeng Li、Shouyun Yu、Chengjian Zhu

  DOI：10.1021/acs.orglett.7b01391

  日期：2017.7.7

  hydroacylation reaction of alkenes has been achieved employing readily available carboxylic acids as the acyl source and hydrosilanes as a hydrogen source via photoredox catalysis. The combination of both single electron transfer and hydrogen atom transfer steps has dramatically expanded new applications of carboxylic acids in organic synthesis. The protocol also features extremely mild conditions, broad

  已经通过光氧化还原催化使用容易获得的羧酸作为酰基源和氢硅烷作为氢源实现了烯烃的加氢酰化反应。单电子转移和氢原子转移步骤的结合极大地扩展了羧酸在有机合成中的新应用。该协议还具有极端温和的条件，宽泛的底物范围和良好的官能团耐受性，为烯烃加氢酰化提供了一种新颖而便捷的方法。
• Palladium on graphene: the in situ generation of a catalyst for the chemoselective reduction of α,β-unsaturated carbonyl compounds
  作者：Naoki Morimoto、Shun-ichi Yamamoto、Yasuo Takeuchi、Yuta Nishina

  DOI：10.1039/c3ra42150c

  日期：——

  Palladium-supported graphene oxide has been successfully applied as a catalyst precursor for the selective reduction of α,β-unsaturated carbonyl compounds. Pd nanoparticles were formed during the course of the reduction with only negligible leaching of the Pd species into the reaction mixture.

  负载于氧化石墨烯上的钯成功应用于选择性还原α,β-不饱和羰基化合物的催化剂前体。在还原过程中形成了钯纳米颗粒，仅有极少量的钯物种渗入反应混合物。
• 5- AND 6-MEMBERED HETEROCYCLIC COMPOUNDS
  申请人：Ripka Amy

  公开号：US20110183976A1

  公开（公告）日：2011-07-28

  5- and 6-membered heterocyclic compounds which are inhibitors of phosphodiesterase 10 are described as are processes, pharmaceutical compositions, pharmaceutical preparations and pharmaceutical use of the compounds in the treatment of mammals, including human(s) for central nervous system (CNS) disorders and other disorders which may affect CNS function. Also described is the treatment of neurological, neurodegenerative and psychiatric disorders including but not limited to those comprising cognitive deficits or schizophrenic symptoms.

  本文描述了一些5-和6-成员杂环化合物，它们是磷酸二酯酶10的抑制剂，以及这些化合物的制备方法、制药组合物、制药制剂和在治疗哺乳动物，包括人类的中枢神经系统(CNS)疾病和其他可能影响CNS功能的疾病中使用这些化合物的制药用途。此外，本文还描述了治疗神经、神经退行性和精神疾病，包括但不限于认知缺陷或精神分裂症状的治疗方法。