3-(2-methoxyphenylamino)-1-phenylpropan-1-one | 63352-69-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(2-methoxyphenylamino)-1-phenylpropan-1-one
• 英文别名: 3-(2-Methoxyanilino)-1-phenylpropan-1-one
• CAS: 63352-69-2
• 化学式: C₁₆H₁₇NO₂
• 分子量: 255.316
• InChiKey: MOOWZDDIOMFVJD-UHFFFAOYSA-N

物化性质

• 熔点：
  62-64 °C(Solv: ethanol (64-17-5))
• 沸点：
  422.7±25.0 °C(Predicted)
• 密度：
  1.133±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(2-methoxyphenylamino)-1-phenylpropan-1-one 以27%的产率得到
  参考文献：
  名称：

  DENIS G. I.; GURYAVICHENE YU. V.; CHEKUOLENE L. V.; STYAPONAVICHYUS YU. Y+, LIETTSR MOKSLU AKAD. DARVAI, TR. AN LITSSR, 1977, B, HO 1 (98), 33-38

  摘要：

  DOI：
• 作为产物：
  描述：

  邻甲氧基苯胺 、 1-苯基-2-丙烯基-1-酮 在 sodium carbonate 作用下， 以 水 为溶剂， 反应 0.5h， 以94%的产率得到3-(2-methoxyphenylamino)-1-phenylpropan-1-one
  参考文献：
  名称：

  Aza-Michael reaction promoted by aqueous sodium carbonate solution

  摘要：

  A general and efficient aza-Michael reaction promoted by aqueous sodium carbonate solution has been developed. The reaction has complete mono-alkylation selectivity and proceeds with complete chirality retention for chiral amino esters. With a broad substrate scope, a well-common catalyst and simple operation, the catalytic approach provides a facile, practicable, economical, and environmentally benign method for the synthesis of beta-amino carbonyl compounds. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.043

文献信息

• Diastereoselective Synthesis of 4-Hydroxypiperidin-2-ones via Cu(I)-Catalyzed Reductive Aldol Cyclization
  作者：Hon Wai Lam、Gordon J. Murray、James D. Firth

  DOI：10.1021/ol052599j

  日期：2005.12.1

  [chemical reaction: see text]. 4-Hydroxypiperidin-2-ones may be prepared in highly diastereoselective fashion using a Cu(I)-catalyzed reductive aldol cyclization of alpha,beta-unsaturated amides with ketones. Used in combination with proline-catalyzed asymmetric Mannich reactions, this methodology enables the enantioselective synthesis of more highly functionalized piperidin-2-ones and hydroxylated

  [化学反应：见正文]。可以使用Cu（I）催化的α，β-不饱和酰胺与酮的Cu（I）催化还原性羟醛环化，以高度非对映选择性的方式制备4-羟基哌啶-2-酮。与脯氨酸催化的不对称曼尼希反应结合使用，该方法可以对映选择性合成更多高度官能化的哌啶-2-酮和羟基化哌啶。
• Modak, A. S.; Gogte, V. N.; Tilak, B. D., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1984, vol. 23, # 10, p. 907 - 913
  作者：Modak, A. S.、Gogte, V. N.、Tilak, B. D.

  DOI：——

  日期：——
• Tilak, B. D.; Gogte, V.N.; Modak, A.S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1981, vol. 20, # 5, p. 414 - 415
  作者：Tilak, B. D.、Gogte, V.N.、Modak, A.S.

  DOI：——

  日期：——
• MODAK, A. S.;GOGTE, V. N.;TILAK, B. D., INDIAN J. CHEM., 1984, 23, N 10, 907-913
  作者：MODAK, A. S.、GOGTE, V. N.、TILAK, B. D.

  DOI：——

  日期：——
• Aza-Michael reaction promoted by aqueous sodium carbonate solution
  作者：Xiao-Ji Tang、Zhao-Lei Yan、Wen-Liang Chen、Ya-Ru Gao、Shuai Mao、Yan-Lei Zhang、Yong-Qiang Wang

  DOI：10.1016/j.tetlet.2013.03.043

  日期：2013.5

  A general and efficient aza-Michael reaction promoted by aqueous sodium carbonate solution has been developed. The reaction has complete mono-alkylation selectivity and proceeds with complete chirality retention for chiral amino esters. With a broad substrate scope, a well-common catalyst and simple operation, the catalytic approach provides a facile, practicable, economical, and environmentally benign method for the synthesis of beta-amino carbonyl compounds. (c) 2013 Elsevier Ltd. All rights reserved.