(E)-3-(4-Methoxystyryl)pyridine

Base Information

• Chemical Name: (E)-3-(4-Methoxystyryl)pyridine
• CAS No.: 5863-78-5
• Molecular Formula: C₁₄H₁₃NO
• Molecular Weight: 211.263
• Mol file: 5863-78-5.mol

Synonyms:(E)-3-(4-Methoxystyryl)pyridine

Chemical Property of (E)-3-(4-Methoxystyryl)pyridine

Chemical Property:

• Boiling Point: 356.2±11.0 °C(Predicted)
• PKA: 5.34±0.11(Predicted)
• PSA: 22.12000
• Density: 1.112±0.06 g/cm3(Predicted)
• LogP: 3.26060

Purity/Quality:

97-99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-(4-Methoxystyryl)pyridine

There total 13 articles about (E)-3-(4-Methoxystyryl)pyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

3-Bromopyridine (626-55-1,163928-56-1) + 4-Methoxystyrene (637-69-4,24936-44-5) → (E)-3-(4-methoxystyryl)pyridine (5863-78-5,52650-54-1,5847-73-4)

Guidance literature:

With diamminedichloropalladium(II); tributyl-amine; tetrabutylammomium bromide; In water; at 140 ℃; for 1.5h; Inert atmosphere; Sealed tube; Microwave irradiation;

DOI:10.1039/c5md00197h

Reference yield: 80.0%

3-vinylpyridine (1121-55-7) + 1-bromo-4-methoxy-benzene (104-92-7) → (E)-3-(4-methoxystyryl)pyridine (5863-78-5,52650-54-1,5847-73-4)

Guidance literature:

With C₁₈H₂₁N₃O₂Pd; tetrabutylammomium bromide; caesium carbonate; In N,N-dimethyl acetamide; at 150 ℃; for 15h; Sealed tube;

DOI:10.1016/j.tet.2013.10.078

Reference yield: 68.0%

3-Bromopyridine (626-55-1,163928-56-1) + 1-bromo-4-methoxy-benzene (104-92-7) + Triethoxyvinylsilane (78-08-0) → (E)-3-(4-methoxystyryl)pyridine (5863-78-5,52650-54-1,5847-73-4)

Guidance literature:

Triethoxyvinylsilane; With sodium hydroxide; In water; at 20 ℃; for 0.0833333h; Sealed tube;

3-Bromopyridine; With palladium diacetate; In water; at 140 ℃; for 3h; Sealed tube;

1-bromo-4-methoxy-benzene; In water; at 100 - 140 ℃;

DOI:10.1021/ja404255u

upstream raw materials:

3-pyridinecarboxaldehyde

diethyl 4-methoxybenzylphosphonate

pyridine-2-carbaldehyde

3-vinylpyridine

Downstream raw materials:

ethyl [4-[(E)-2-pyridin-3-ylvinyl]phenoxy]acetate

4-[(E)-2-(pyridin-3-yl)ethenyl]phenol

Refernces

• 1、 Cao, Chao-Tun,Yan, Lu,Cao, Chenzhong. "Determination and application of the excited-state substituent constants of pyridyl and substituted phenyl groups". supporting information. . Retrieved 2021/05/21.
• 2、 Martí-Centelles, Rosa,Murga, Juan,Falomir, Eva,Carda, Miguel,Alberto Marco. "Inhibitory effect of cytotoxic nitrogen-containing heterocyclic stilbene analogues on VEGF protein secretion and VEGF, hTERT and c-Myc gene expression". supporting information. p. 1809 - 1815. Retrieved 2015/10/20.