2-溴-1-(3-甲基-1-苯并呋喃-2-基)乙酮 | 67382-14-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 中文名称: 2-溴-1-(3-甲基-1-苯并呋喃-2-基)乙酮
• 英文名称: 2-bromo-1-(3-methylbenzofuran-2-yl)ethanone
• 英文别名: 2-Bromo-1-(3-methyl-1-benzofuran-2-yl)ethanone
• CAS: 67382-14-3
• 化学式: C₁₁H₉BrO₂
• mdl: MFCD06357443
• 分子量: 253.095
• InChiKey: JXQIYMVMYGFMFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  2-溴-1-(3-甲基-1-苯并呋喃-2-基)乙酮 在 甲酸 、 RhCl[(R,R)-TsDPEN](C5Me5) 、 potassium tert-butylate 、 三乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 水 、 乙酸乙酯 为溶剂， 反应 73.0h， 生成 (R)-2-amino-1-(3-methylbenzofuran-2-yl)ethanol
  参考文献：
  名称：

  α-官能化酮的转移加氢不对称合成苯并呋喃基β-氨基醇

  摘要：

  用RhCl [（R，R）-TsDPEN]（C 5 Me 5）催化的甲酸/三乙胺共沸混合物将代表性的苯并呋喃基α-磺酰氧基酮和N-保护的α-氨基酮进行不对称转移氢化，得到了相应的1,2-二醇单磺酸盐和N-取代的β-氨基醇，收率高，对映选择性高达99％。还描述了还原产物向具有伯胺基的手性苯并呋喃基β-氨基醇的转化。

  DOI：

  10.1016/j.tet.2017.05.059
• 作为产物：
  描述：

  1-(3-甲基-苯并呋喃基)乙酮 在 溴 作用下， 以 乙醚 为溶剂， 反应 2.0h， 以20%的产率得到2-溴-1-(3-甲基-1-苯并呋喃-2-基)乙酮
  参考文献：
  名称：

  WO2020069625A5

  摘要：

  公开号：

  WO2020069625A5

文献信息

• HETEROCYCLIC COMPOUND
  申请人：Banno Yoshihiro

  公开号：US20120053173A1

  公开（公告）日：2012-03-01

  Provision of a prophylactic or therapeutic agent for diabetes, which has superior efficacy. A compound represented by the formula: wherein each symbol is as described in the specification, or a salt thereof.

  为糖尿病提供一种具有卓越疗效的预防或治疗药物。该化合物由以下公式表示：其中每个符号如规范所述，或其盐。
• Heterocyclic compound
  申请人：Banno Yoshihiro

  公开号：US08436043B2

  公开（公告）日：2013-05-07

  Provision of a prophylactic or therapeutic agent for diabetes, which has superior efficacy. A compound represented by the formula: wherein each symbol is as described in the specification, or a salt thereof.

  提供一种预防或治疗糖尿病的药物，其疗效优异。该化合物的表示式为：其中每个符号如说明书所述，或其盐。
• WO2020069625A5
  申请人：——

  公开号：WO2020069625A5

  公开（公告）日：2022-10-11
• Enantioselective reduction of benzofuryl halomethyl ketones: asymmetric synthesis of (R)-bufuralol
  作者：Marek Zaidlewicz、Agnieszka Tafelska-Kaczmarek、Andrzej Prewysz-Kwinto

  DOI：10.1016/j.tetasy.2005.08.012

  日期：2005.10

  Enantioselective reduction of representative 2-(bromoacetyl)- and 2-(chloroacetyl)benzofurans with (-)-B-chloro-diisopinocampheylborane and by transfer hydrogenation with formic acid/triethylamine in the presence of RhCl[R,R-TsD-PEN](C5Me5) is described. Transfer hydrogenation of the chloro ketones produced the corresponding chlorohydrins of >= 95% ee. (R)-Bufuralol of 96% ce was prepared from the corresponding chloro ketone by transfer hydrogenation-substitution. (c) 2005 Elsevier Ltd. All rights reserved.
• Convenient synthesis and antimicrobial evaluation of some novel 2-substituted-3-methylbenzofuran derivatives
  作者：Hatem A. Abdel-Aziz、Amal A.I. Mekawey、Kamal M. Dawood

  DOI：10.1016/j.ejmech.2009.02.020

  日期：2009.9

  The reaction of 3-methylbenzofuran-2-carbohydrazide (1) with 1-phenyl-2-bromoethanone (2a) or 2-chloro-1-(4-chlorophenyl)ethanone (2b) afforded (Z)-1,2-di[(3-methylbenzofuran-2-carbohydrazido]-1-arylethenes Sa and 5b, respectively. Single crystal X-ray analyses of compound 5a proved that the reaction proceeds in 2:1 molar ratio and ruled out the other possible structures 1,3,4-oxadiazine derivative 6 or E-isomer 7. Furthermore, both of 3-(3-methylbenzofuran-2-yl)-3-oxopropanenitrile (9) and 3-methyl-2-benzofuranoyl chloride (15) were used as starting materials for the synthesis of several compounds, such as pyrazoles 10 and 14, oxime 11, hydrazones 12a, b and 3,1-bezoxazine 19. The newly synthesized compounds were tested for their antimicrobial activity against five fungal species and four bacterial species also their minimum inhibitory concentration (MIC) against most of test organisms was performed. Some of these compounds exhibited a significant antimicrobial activity. (C) 2009 Elsevier Masson SAS. All rights reserved.