2-(4-(tert-butyl)phenyl)-1-(pyridin-2-yl)ethan-1-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-(tert-butyl)phenyl)-1-(pyridin-2-yl)ethan-1-one
• 英文别名: 2-(4-Tert-butylphenyl)-1-pyridin-2-ylethanone
• 化学式: C₁₇H₁₉NO
• 分子量: 253.344
• InChiKey: YBGKAJKGCNEIFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-(tert-butyl)phenyl)-1-(pyridin-2-yl)ethan-1-one 在 C₆₀H₆₀P₂Rh⁽¹⁺⁾*BF₄^(1-) 、 氢气 作用下， 以 二氯甲烷 为溶剂， 20.0 ℃ 、810.65 kPa 条件下， 反应 24.0h， 以99%的产率得到(S)-2-(4-(tert-butyl)phenyl)-1-(pyridin-2-yl)ethan-1-ol
  参考文献：
  名称：

  Rhodium Catalyzed Asymmetric Hydrogenation of 2-Pyridine Ketones

  摘要：

  Catalyzed by [Rh(COD)Binapine]BF4, the asymmetric hydrogenation of 2-pyridine ketones has been achieved with excellent enantioselectivities (enantiomeric excesses up to 99%) under mild conditions. This method is suitable for various kinds of 2-pyridine ketones and their derivatives. A number of enantiomerically pure chiral 2-pyridine-aryl/alkyl alcohols were prepared through hydrogenation, which can be used directly in organic synthesis.

  DOI：

  10.1021/acs.orglett.5b01878
• 作为产物：
  描述：

  2-氰基吡啶 、 4-叔丁基苄溴 在 碘 、 magnesium 作用下， 以 四氢呋喃 为溶剂， 以80%的产率得到2-(4-(tert-butyl)phenyl)-1-(pyridin-2-yl)ethan-1-one
  参考文献：
  名称：

  Rhodium Catalyzed Asymmetric Hydrogenation of 2-Pyridine Ketones

  摘要：

  Catalyzed by [Rh(COD)Binapine]BF4, the asymmetric hydrogenation of 2-pyridine ketones has been achieved with excellent enantioselectivities (enantiomeric excesses up to 99%) under mild conditions. This method is suitable for various kinds of 2-pyridine ketones and their derivatives. A number of enantiomerically pure chiral 2-pyridine-aryl/alkyl alcohols were prepared through hydrogenation, which can be used directly in organic synthesis.

  DOI：

  10.1021/acs.orglett.5b01878

文献信息

• Rhodium Catalyzed Asymmetric Hydrogenation of 2-Pyridine Ketones
  作者：Hailong Yang、Ningning Huo、Ping Yang、Hao Pei、Hui Lv、Xumu Zhang

  DOI：10.1021/acs.orglett.5b01878

  日期：2015.9.4

  Catalyzed by [Rh(COD)Binapine]BF4, the asymmetric hydrogenation of 2-pyridine ketones has been achieved with excellent enantioselectivities (enantiomeric excesses up to 99%) under mild conditions. This method is suitable for various kinds of 2-pyridine ketones and their derivatives. A number of enantiomerically pure chiral 2-pyridine-aryl/alkyl alcohols were prepared through hydrogenation, which can be used directly in organic synthesis.