1-(4-bromobutoxy)-3-fluorobenzene | 193356-99-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(4-bromobutoxy)-3-fluorobenzene
• 英文别名: 3-fluoro-1-(4-bromobutoxy)benzene；4-(m-fluorophenoxy)-1-bromobutane；1-bromo-4-(3-fluorophenoxy)butane
• CAS: 193356-99-9
• 化学式: C₁₀H₁₂BrFO
• 分子量: 247.107
• InChiKey: RHALVSPIYHADBQ-UHFFFAOYSA-N

物化性质

• 沸点：
  280.7±20.0 °C(Predicted)
• 密度：
  1.370±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-bromobutoxy)-3-fluorobenzene 在 potassium tert-butylate 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 48.0h， 生成 2-benzoyl-5-(3-fluorophenoxy)pentanenitrile
  参考文献：
  名称：

  Reactions of 4-substituted 1-[(difluoromethyl)sulfinyl]polyfluorobenzenes with phenolate anion

  摘要：

  The reactions of 4-substituted-polyfluorinated-[(difluoromethyl)sulfinyl]benzenes ([4-X-C6F4S(O)CHF2 [X = H, CF3 and C6F5S(O)]) with phenolate anion in benzene, Et2O and CH3CN have been investigated. The reactions of the substrate (X = H, CF3) and sodium phenolate in equal amounts resulted in the formation of mixtures of the starting compound, 2-phenoxyderivative and disubstituted products. The two-fold amount of the phenolate afforded the 2,6-disubstituted products for X = H in MeCN and for X = CF3 in Et2O. At the same time, 4-CF3-C6F4S(O)CHF2 in CH3CN gave a mixture of the 2,6- and 2,5-bis(phenoxy) derivatives. Quantum chemical calculations have been performed to explain this phenomenon. For X = C 6 F 5 S(0) in MeCN, the reaction was accompanied by sulfinyl moiety ipso-substitution.[GRAPHICS].

  DOI：

  10.24820/ark.5550190.p011.262
• 作为产物：
  描述：

  1,4-二溴丁烷 、 3-氟苯酚 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 以86%的产率得到1-(4-bromobutoxy)-3-fluorobenzene
  参考文献：
  名称：

  Reactions of 4-substituted 1-[(difluoromethyl)sulfinyl]polyfluorobenzenes with phenolate anion

  摘要：

  The reactions of 4-substituted-polyfluorinated-[(difluoromethyl)sulfinyl]benzenes ([4-X-C6F4S(O)CHF2 [X = H, CF3 and C6F5S(O)]) with phenolate anion in benzene, Et2O and CH3CN have been investigated. The reactions of the substrate (X = H, CF3) and sodium phenolate in equal amounts resulted in the formation of mixtures of the starting compound, 2-phenoxyderivative and disubstituted products. The two-fold amount of the phenolate afforded the 2,6-disubstituted products for X = H in MeCN and for X = CF3 in Et2O. At the same time, 4-CF3-C6F4S(O)CHF2 in CH3CN gave a mixture of the 2,6- and 2,5-bis(phenoxy) derivatives. Quantum chemical calculations have been performed to explain this phenomenon. For X = C 6 F 5 S(0) in MeCN, the reaction was accompanied by sulfinyl moiety ipso-substitution.[GRAPHICS].

  DOI：

  10.24820/ark.5550190.p011.262

文献信息

• 2-substituted piperidine analogs and their use as subtype-selective NMDA
  申请人：Warner-Lambert Company

  公开号：US06124317A1

  公开（公告）日：2000-09-26

  Novel 2-substituted piperidine analogs, pharmaceutical compositions containing the same and the method of using 2-substituted piperidine analogs as selectively active antagonists of N-methyl-D-aspartatc (NMDA) receptor subtypes for treating conditions such as stroke, cerebral ischemia, central nervous system trauma, hypoglycemia, anxiety, convulsions, amioglycoside antibiotics-induced hearing loss, migraine headaches, chronic pain, glaucoma, CMV retinitis, psychosis, urinary incontinence, opioid tolerance or withdrawal, or neurodegenerative disorders, such as lathyrism, Alzheimer's Disease, Parkinsonism and Huntington's Disease are described.

  小说中描述了2-取代哌啶类似物、含有这些类似物的药物组合物，以及使用2-取代哌啶类似物作为选择性活性拮抗剂的方法，用于治疗中风、脑缺血、中枢神经系统创伤、低血糖、焦虑、抽搐、氨基糖苷类抗生素引起的听力损失、偏头痛、慢性疼痛、青光眼、巨细胞病毒性视网膜炎、精神病、尿失禁、阿片类耐受性或戒断症状，或神经退行性疾病，如拉锥病、阿尔茨海默病、帕金森病和亨廷顿病。
• US6124323
  申请人：——

  公开号：——

  公开（公告）日：——
• COMPOSES HETEROCYCLIQUES POUR LE TRAITEMENT DE L'ISCHEMIE MYOCARDIQUE
  申请人：PIERRE FABRE MEDICAMENT

  公开号：EP0842174A1

  公开（公告）日：1998-05-20
• EP0869792A4
  申请人：——

  公开号：EP0869792A4

  公开（公告）日：1999-09-22
• 4-SUBSTITUTED PIPERIDINE ANALOGS AND THEIR USE AS SUBTYPE SELECTIVE NMDA RECEPTOR ANTAGONISTS
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0869792A2

  公开（公告）日：1998-10-14