methyl (E)-2-methoxy-3-(2-methoxyphenyl)prop-2-enoate | 82700-87-6

• 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: methyl (E)-2-methoxy-3-(2-methoxyphenyl)prop-2-enoate
• CAS: 82700-87-6
• 化学式: C₁₂H₁₄O₄
• 分子量: 222.241
• InChiKey: AIHWPJIYZKSGJL-DHZHZOJOSA-N

物化性质

• 沸点：
  332.2±32.0 °C(Predicted)
• 密度：
  1.127±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.86
• 重原子数：
  16.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  3-methoxycoumarine 、 碘甲烷 、 18-冠醚-6 以70%的产率得到
  参考文献：
  名称：

  FRIMER A. A.; ALJADEFF G.; GILINSKY-SHARON P., ISR. J. CHEM., 27,(1986) N 1, 39-44

  摘要：

  DOI：

文献信息

• The reaction of enols with superoxide anion radical [02???]1. Synthesis of 2,3-unsaturated-δ-valerolactones.
  作者：Aryeh A. Frimer、Pessia Gilinsky-Sharon、Gladis Aljadeff

  DOI：10.1016/s0040-4039(00)87089-6

  日期：1982.1

  4-Hydroxycoumarin ( and ) as well as 2-hydroxy-2,5-cyclohexadien-1-ones – were reacted with KO2/18-crown-6 in benzene. Initial deprotonation of the enol hydrogen was followed by nucleophilic attack by O2/t- (for and ) and/or autoxidation of the resulting anion (for and –). A convenient synthesis of 2,3-unsaturated-δ-valerolactones from the corresponding 2-cyclohexen-1-ones is also described.

  3-和4-羟基香豆素（和）以及2-羟基-2,5-环己二烯-1-酮-用KO反应2 / 18-冠-6苯。烯醇氢的初始去质子化之后是O 2 / t-（对于和）的亲核攻击和/或所得阴离子的自氧化（对于和- ）。还描述了由相应的2-环己烯-1-酮方便地合成2，3-不饱和-δ-戊内酯。
• Stereoselective alkenylation of aldehydes with phosphorus carbanions: Preparation of E- and Z-2-alkoxy- and 2-aryloxy-2-alkenoates
  作者：Pierfausto Seneci、Isabelle Leger、Michel Souchet、Guy Nadler

  DOI：10.1016/s0040-4020(97)10149-1

  日期：1997.12

  Eighteen phosphorus-based alkerrylation reagents 1a-6c were synthesized and condensed with n-butyraldehyde 7a and benzaldehyde 7f. They were condensed with the aldehydes 7b-e,g-n to produce 2-methoxy-2-alkenoates 8a-n and 2-phenoxy-2-alkenoates 9a-n. A discussion on different selectivities for the alkerrylation reagents under different experimental conditions (base, soh em, temperature), the influence of the aldehydes on the geometrical outcome (electron rich or poor substituents steric hindrance) and the selection of the most E-and Z-selective reaction conditions for each class of aldehydes are reported Namely, triphenyl phosphonium salt la at RT in THF with DBU was better for Z-selectivity while trifluoroethylphosphonates 5b, 6b and 6c at -78 degrees in THF with KN(SiMe3)(2) were better for E-selectivity. (C) 1997 Elsevier Science Ltd.