2-溴-N,N-二甲基-2-丙烯-1-胺 | 14326-14-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 2-溴-N,N-二甲基-2-丙烯-1-胺
• 英文名称: 2-bromo-N,N-dimethyl-allylamine
• 英文别名: 2-bromo-3-dimethylaminopropene；(2-bromo-allyl)-dimethyl-amine；(2-Brom-allyl)-dimethyl-amin；2-Brom-3-dimethylamino-propen；2-bromo-3-(N,N-dimethylamino)propene；2-bromo-N,N-dimethylprop-2-en-1-amine
• CAS: 14326-14-8
• 化学式: C₅H₁₀BrN
• 分子量: 164.045
• InChiKey: ZECQWMIJWDURLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2921199090

反应信息

• 作为反应物：
  描述：

  2-溴-N,N-二甲基-2-丙烯-1-胺 在 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 11.0h， 生成 2-[(Dimethylamino)methyl]-1,1-diphenylprop-2-en-1-ol
  参考文献：
  名称：

  Eine einfache 2-氨基甲基茚合成。11.米特伊龙·尤伯金属乐团和福利产品†

  摘要：

  为了获得标题化合物，将13型的1-氨基甲基取代的α-乙烯基-苄基醇用浓硫酸在含有少量酸酐的乙酸或丙酸中处理，以优异的收率得到氨基甲基-茚满。根据所使用的苄基醇，新茚在C（2）由氨基甲基取代的，和在C（3）由不同的取代基，其实例在给出表3，根据的苄基醇- [R表1.为了获得环闭合，苄醇13必须至少含有一个自由邻位。

  DOI：

  10.1002/hlca.19820650142
• 作为产物：
  描述：

  (2-Bromo-allyl)-dimethyl-(2-oxo-cyclohexyl)-ammonium; bromide 、 氢氧化钾 以5%的产率得到
  参考文献：
  名称：

  KOCHARYAN, S. T.;KARAPETYAN, V. E.;PANOSYAN, G. A.;BABAYAN, A. T., ZH. ORGAN. XIMII, 1983, 19, N 2, 332-338

  摘要：

  DOI：

文献信息

• Total synthesis of 11-alkyl steroids
  申请人：G. D. Searle & Co.

  公开号：US03962291A1

  公开（公告）日：1976-06-08

  A novel total synthesis of 11-alkyl steroids, utilizing readily available and inexpensive raw materials, is described. The resulting products are useful and novel pharmacological agents possessing, for example, selective hormonal properties.

  描述了一种新颖的11-烷基类固醇的全合成方法，利用易得且廉价的原材料。所得产物是有用且新颖的药理剂，具有选择性激素特性等特点。
• 2-dimethylaminomethyl-3-trimethylsilylmethyl-1,3-butadiene as 2,2′-biallyl diradical synthon. A new and facile entry to 1,2-dimethylenecyclohexanes, and [6.6] and (6.7] ring systems
  作者：Akira Hosomi、Ken Otaka、Hideki Sakurai

  DOI：10.1016/s0040-4039(00)84669-9

  日期：1986.1

  compound, prepared readily by the cross-coupling reaction of β-bromoallyltrimethylsilane and the Grignard reagent from β-bromoallyldimethylamine, is an effective reagent as 2,2′-biallyl diradical synthon to give [6.6] and [6.7] ring systems by tandem cycloaddition reactions. 1,2-Dimethylenecyclohexanes can also be isolated in good yield.

  通过由β-溴代烯丙基二甲基胺与β-溴代烯丙基三甲基硅烷和Grignard试剂发生交叉偶联反应而容易制备的标题化合物，是一种有效的试剂，可作为2,2'-二烯丙基双自由基合成酮，通过[6.2]和[6.7]形成环系统串联环加成反应。1,2-二亚甲基环己烷也可以高收率分离。
• New Synthesis and Diels–Alder Reactions of 2-Aminomethyl-1,3-butadienes and Related 1,3-Dienes
  作者：Akira Hosomi、Toshiyuki Masunari、Yoshinori Tominaga、Makoto Hojo

  DOI：10.1246/bcsj.64.1051

  日期：1991.3

  2-Aminomethyl-1,3-butadienes and 2,3-bis(aminomethyl)-1,3-butadienes, readily prepared by the Grignard cross-coupling reaction of 2-bromo-2-aminopropene and vinylic bromides, are good Diels–Alder dienes toward various activated dienophiles to afford aminomethyl-substituted cyclohexenes.

  2-氨基甲基-1,3-丁二烯和2,3-双（氨基甲基）-1,3-丁二烯，很容易通过2-溴-2-氨基丙烯和乙烯基溴的格利雅交叉偶联反应制备，是良好的Diels–桤木二烯对各种活化的亲二烯体产生氨基甲基取代的环己烯。
• Acetylenic Amines. I. Preparation and base Strengths of Certain Tertiary Acetylenic Amines
  作者：Kenneth N. Campbell、Frank C. Fatora、Barbara K. Campbell

  DOI：10.1021/jo50008a013

  日期：1952.8
• Evaluation of Amino Substituents as Nucleofugal Controllers of Regioselectivity and as Chelate Modulators of Stereoselectivity in Squarate Ester Cascades
  作者：Leo A. Paquette、Lung Huang Kuo、Jinsung Tae

  DOI：10.1021/jo9722919

  日期：1998.3.1

  The tandem addition of an alkenyllithium reagent and a 2-lithioallylamine to squarate esters has been systematically examined. The effect of the sequencing of this twofold addition has been investigated. The extent to which the amino group is eliminated was found to be dependent on the structural features of the companion nucleophile. Also assessed was the comparative ease with which the amino and methoxy groups experience competitive beta-elimination from the highly reactive, medium-ring dianionic intermediates. Attempts were made to curtail the level of competing 1,4-addition, and success was achieved by increasing the effective size of the O-alkyl groups in the squarate ester. The highly stereocontrolled transformations described represent a notably direct means for producing highly fused polycyclic compounds, Mechanistic considerations sm rounding these reactions, which are characterized by an impressive enhancement of molecular scaffolding, are discussed.