(E)-1-(4-Methoxyphenyl)-2-(2-pyridyl)ethene

Base Information

• Chemical Name: (E)-1-(4-Methoxyphenyl)-2-(2-pyridyl)ethene
• CAS No.: 19036-99-8
• Molecular Formula: C14H13NO
• Molecular Weight: 211.263
• Hs Code.: 2933399090
• Mol file: 19036-99-8.mol

Synonyms:2-(4-methoxy-trans-styryl)-pyridine;(E)-2-[2-(4-methoxyphenyl)vinyl]pyridine;2-(4-methoxy-styryl)-pyridine;trans-1-(p-methoxyphenyl)-2-(2-pyridyl)ethylene;Pyridine,2-[(1E)-2-(4-methoxyphenyl)ethenyl];(E)-2-(4-methoxystyryl)pyridine;2-(4-Methoxy-trans-styryl)-pyridin;2-(4-nitrostyryl)pyridine;

Chemical Property of (E)-1-(4-Methoxyphenyl)-2-(2-pyridyl)ethene

Chemical Property:

• Melting Point: 98-100 °C
• Boiling Point: 354.2±11.0 °C(Predicted)
• PKA: 4.71±0.10(Predicted)
• PSA: 22.12000
• Density: 1.112±0.06 g/cm3(Predicted)
• LogP: 3.26060

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-1-(4-Methoxyphenyl)-2-(2-pyridyl)ethene

There total 19 articles about (E)-1-(4-Methoxyphenyl)-2-(2-pyridyl)ethene 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: 99.0%

2-vinylpyridine (100-69-6,25014-15-7,27476-03-5,329041-71-6) + para-iodoanisole (696-62-8) → 2-(4-Methoxy-styryl)-pyridin (19036-99-8)

Guidance literature:

With potassium phosphate; sodium chloride; In water; N,N-dimethyl-formamide; at 45 ℃; for 16h; Reagent/catalyst; Catalytic behavior; Micellar solution;

DOI:10.1021/jacs.0c11484

Reference yield: 91.0%

pyridine N-oxide (694-59-7) + 4-Methoxybenzyl alcohol (105-13-5) → 2-(4-Methoxy-styryl)-pyridin (19036-99-8)

Guidance literature:

With 1,10-Phenanthroline; potassium hydroxide; nickel dibromide; In toluene; at 140 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c9cc03591e

Reference yield: 87.0%

2-vinylpyridine (100-69-6,25014-15-7,27476-03-5,329041-71-6) + 1-bromo-4-methoxy-benzene (104-92-7) → 2-(4-Methoxy-styryl)-pyridin (19036-99-8)

Guidance literature:

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

DOI:10.1016/j.tet.2013.10.078

upstream raw materials:

2-vinylpyridine

para-iodoanisole

(2-picolyl)trimethylsilane

N-(4-methoxybenzylidene)aniline oxide

Downstream raw materials:

1-[2-(4-methoxy-phenyl)-indolizin-3-yl]-ethanone

2-(2,2-di(4-methoxyphenyl)vinyl)pyridine

RhBr₂(P((CH₂)3CH₃)3)2(C₅H₄NCHC(C₆H₄OCH₃))

(E)-4-(2-(pyridin-2-yl)vinyl)phenol

Refernces

• 1、 Pang, Haobo,Hu, Yuting,Yu, Julie,Gallou, Fabrice,Lipshutz, Bruce H.. "Water-Sculpting of a Heterogeneous Nanoparticle Precatalyst for Mizoroki-Heck Couplings under Aqueous Micellar Catalysis Conditions". supporting information. p. 3373 - 3382. Retrieved 2021/04/07.
• 2、 Fu, Manlin,Liu, Jiang,Wang, Lei,Yin, Biao,Zhu, Qing. "Dual ligand-promoted palladium-catalyzed nondirected C-H alkenylation of aryl ethers". supporting information. p. 3293 - 3296. Retrieved 2020/04/02.