4-[2-(2-Pyridyl)vinyl]phenol acetate

Base Information

• Chemical Name: 4-[2-(2-Pyridyl)vinyl]phenol acetate
• CAS No.: 1149-57-1
• Molecular Formula: C15H13 N O2
• Molecular Weight: 239.274
• NSC Number: 17025
• Nikkaji Number: J1.513.165I
• Mol file: 1149-57-1.mol

Synonyms:NSC17025;4-[2-(2-Pyridyl)vinyl]phenol acetate;1149-57-1;NSC-17025

Chemical Property of 4-[2-(2-Pyridyl)vinyl]phenol acetate

Chemical Property:

• Vapor Pressure: 6.53E-06mmHg at 25°C
• Boiling Point: 377.9°Cat760mmHg
• Flash Point: 182.4°C
• Density: 1.175g/cm³
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 239.094628657
• Heavy Atom Count: 18
• Complexity: 293

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC=C(C=C1)C=CC2=CC=CC=N2
• Isomeric SMILES: CC(=O)OC1=CC=C(C=C1)/C=C/C2=CC=CC=N2

Technology Process of 4-[2-(2-Pyridyl)vinyl]phenol acetate

There total 3 articles about 4-[2-(2-Pyridyl)vinyl]phenol acetate 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: 75.0%

α-picoline (109-06-8) + acetic anhydride (108-24-7) + 4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → 4-[2-(2-pyridinyl)ethenyl]phenyl acetate (1149-57-1)

Guidance literature:

With acetic acid; for 24h; Reflux;

DOI:10.1016/j.bioorg.2018.04.005

Reference yield:

4-formylphenyl acetate (878-00-2) + triphenyl-(2-pyridylmethyl)phosphonium chloride (38700-15-1) → 4-[2-(2-pyridinyl)ethenyl]phenyl acetate (1149-57-1)

Guidance literature:

triphenyl-(2-pyridylmethyl)phosphonium chloride; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 1h; Inert atmosphere;

4-formylphenyl acetate; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 24h; Inert atmosphere;

DOI:10.1002/anie.202007352

Reference yield:

α-picoline (109-06-8) + acetic anhydride (108-24-7) + 4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → trans-1-(4-acetoxyphenyl)-2-(2-pyridyl)ethylene (1149-57-1)

Guidance literature:

DOI:10.1021/jo01115a612

upstream raw materials:

α-picoline

acetic anhydride

4-hydroxy-benzaldehyde

4-formylphenyl acetate

Downstream raw materials:

4-[2-(2-pyridinyl)ethenyl]phenol

(2S)-2-((E)-2-(4-acetoxyphenyl)vinyl)piperidine-1-carboxylic acid tert-butyl ester

C₃₅H₃₈N₂O₂

C₃₄H₃₆N₂O₂

Refernces

• 1、 Sun, Wuji,Hu, Shengquan,Fang, Shubiao,Yan, Hong. "Design, synthesis and biological evaluation of pyrimidine-based derivatives as VEGFR-2 tyrosine kinase inhibitors". . p. 393 - 405. Retrieved 2018/04/23.
• 2、 Yoo, Tae Wook,Park, Chul,Mai, Nguyen Thi,Kim, Dong Uk,Park, Lee Soon. "Synthesis of new conjugated polymers as hole injection layer and performance of OLED devices". scheme or table. p. 69 - 77. Retrieved 2012/05/04.