2-溴苯基乙酸钾 | 63071-77-2

• 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: 2-溴苯基乙酸钾
• 英文名称: potassium 2-bromophenylacetate
• 英文别名: Potassium o-bromophenylacetate；potassium;2-(2-bromophenyl)acetate
• CAS: 63071-77-2
• 化学式: C₈H₆BrO₂*K
• 分子量: 253.137
• InChiKey: NKZXVGMZMKJHFF-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.25
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  40.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-溴苯基乙酸钾 在 对甲苯磺酰叠氮 、 四正丁基溴化膦 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 17.0h， 生成 4-phenylbutyl 2-(2-bromophenyl)-2-diazoacetate
  参考文献：
  名称：

  Regioselectivity of Intramolecular Rhodium-Catalyzed C–H Insertion Reactions of α-Aryl-α-diazocarboxylates: Influence of the Aryl Substituent

  摘要：

  It was found that alpha-aryl-alpha-diazocarboxylates react with variable regioselectivity in intramolecular rhodium-catalyzed C-H insertion reactions. 3-(Trialkoxysilyl)propyl esters underwent a clean cis-gamma-lactone formation (62-69%) if the aryl rest was a phenyl group while the analogous alpha-(2-bromophenyl)-alpha-diazocarboxylates produced the respective beta-lactones. In general beta-lactone formation was shown to be the only detectable C-H insertion pathway for the latter substrate class irrespective of the ester substituent. The beta-lactone products (eight examples) were obtained in yields of 41-68% with a diastereomeric ratio (dr) of 75:25 to 96:4 in favor of the trans diastereoisomer. The 2-bromo substituent could be displaced by an aryl group in a subsequent Suzuki cross-coupling reaction.

  DOI：

  10.1055/s-0033-1341062

文献信息

• Process for production of o-(2,6-dichloroanilino)-phenylacetic acid
  申请人：Zenyaku Kogyo Kabushiki Kaisha

  公开号：US04410724A1

  公开（公告）日：1983-10-18

  There is provided a process for production of o-(2,6-dichloroanilino)phenylacetic acid or a salt thereof by reacting o-chlorophenylacetic acid or an alkali metal salt thereof with 2,6-dichloroaniline in the presence of a base and at least 0.5 mol of a copper catalyst per mol of o-chlorophenylacetic acid in a polar solvent.

  提供了一种生产o-(2,6-二氯苯氨基)苯乙酸或其盐的方法，通过在极性溶剂中，在碱的存在下，将o-氯苯乙酸或其碱金属盐与2,6-二氯苯胺反应，并且每摩尔o-氯苯乙酸至少加入0.5摩尔的铜催化剂。
• Photodecarboxylative benzylations of phthalimides
  作者：Fadi Hatoum、Sonia Gallagher、Louise Baragwanath、Johann Lex、Michael Oelgemöller

  DOI：10.1016/j.tetlet.2009.08.115

  日期：2009.11

  Photoadditions of phenylacetates to phthalimides give the corresponding benzylated hydroxyphthalimidines in moderate to high yields of 29-90%. With 2-phenylpropanoate, photoaddition affords a diastereoisomeric mixture in a de of 24% in favour of the like-diastereoisomer. L-3-Phenyl lactate and 2-oxo-3-phenylpropanoate both furnish the benzylated product through subsequent loss of formaldehyde and decarbonylation, respectively. (C) 2009 Elsevier Ltd. All rights reserved.
• US4410724A
  申请人：——

  公开号：US4410724A

  公开（公告）日：1983-10-18
• Regioselectivity of Intramolecular Rhodium-Catalyzed C–H Insertion Reactions of α-Aryl-α-diazocarboxylates: Influence of the Aryl Substituent
  作者：Thorsten Bach、Maximilian Wamser

  DOI：10.1055/s-0033-1341062

  日期：——

  It was found that alpha-aryl-alpha-diazocarboxylates react with variable regioselectivity in intramolecular rhodium-catalyzed C-H insertion reactions. 3-(Trialkoxysilyl)propyl esters underwent a clean cis-gamma-lactone formation (62-69%) if the aryl rest was a phenyl group while the analogous alpha-(2-bromophenyl)-alpha-diazocarboxylates produced the respective beta-lactones. In general beta-lactone formation was shown to be the only detectable C-H insertion pathway for the latter substrate class irrespective of the ester substituent. The beta-lactone products (eight examples) were obtained in yields of 41-68% with a diastereomeric ratio (dr) of 75:25 to 96:4 in favor of the trans diastereoisomer. The 2-bromo substituent could be displaced by an aryl group in a subsequent Suzuki cross-coupling reaction.