3-(tert-butyl)-2-hydroxy-5-(pyridin-4-yl)benzaldehyde

Base Information

• Chemical Name: 3-(tert-butyl)-2-hydroxy-5-(pyridin-4-yl)benzaldehyde
• CAS No.: 342037-22-3
• Molecular Formula: C₁₆H₁₇NO₂
• Molecular Weight: 255.316
• Hs Code.: 2933399990
• Mol file: 342037-22-3.mol

Synonyms:3-(tert-butyl)-2-hydroxy-5-(pyridin-4-yl)benzaldehyde

Chemical Property of 3-(tert-butyl)-2-hydroxy-5-(pyridin-4-yl)benzaldehyde

Chemical Property:

• Boiling Point: 362.5±42.0 °C(Predicted)
• Density: 1.136±0.06 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

3-(tert-Butyl)-2-hydroxy-5-(4-pyridyl)benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(tert-butyl)-2-hydroxy-5-(pyridin-4-yl)benzaldehyde

There total 3 articles about 3-(tert-butyl)-2-hydroxy-5-(pyridin-4-yl)benzaldehyde 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: 67.0%

4-pyridylboronic acid (1692-15-5) + 5-bromo-3-tert-butyl-2-hydroxybenzaldehyde (153759-58-1) → 3-(tert-butyl)-2-hydroxy-5-(pyridin-4-yl)benzaldehyde (342037-22-3)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; In 1,4-dioxane; water; at 100 ℃; for 18h;

DOI:10.1021/acs.inorgchem.7b01835

Reference yield: 50.2%

3-tert-butyl-2-hydroxybenzaldehyde (24623-65-2) + 4-pyridylboronic acid (1692-15-5) → 3-(tert-butyl)-2-hydroxy-5-(pyridin-4-yl)benzaldehyde (342037-22-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 90 ℃;

DOI:10.1016/j.ica.2020.120095

Reference yield:

3-tert-butyl-2-hydroxybenzaldehyde (24623-65-2) → 3-(tert-butyl)-2-hydroxy-5-(pyridin-4-yl)benzaldehyde (342037-22-3)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine; acetic acid / 1.25 h / 20 °C / Inert atmosphere; Schlenk technique

2: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; triphenylphosphine / 1,4-dioxane; water / 3 h / 90 °C / Inert atmosphere; Schlenk technique

With bis-triphenylphosphine-palladium(II) chloride; bromine; potassium carbonate; acetic acid; triphenylphosphine; In 1,4-dioxane; water;

DOI:10.1002/ejic.201300208

upstream raw materials:

4-pyridylboronic acid

5-bromo-3-tert-butyl-2-hydroxybenzaldehyde

3-tert-butyl-2-hydroxybenzaldehyde

Downstream raw materials:

3,3'-[1,2-phenylenediylbis(nitromethylidine)]bis[3-tert-butyl-2-hydroxy-5-(4-pyridinyl)-benzaldehyde]

C₂₂H₂₉N₃O*ClH

C₂₂H₃₁N₃O

C₃₄H₄₅N₃O₄

Refernces

• 1、 Wang, Ji-Fa,Feng, Tao,Li, Ya-Juan,Sun, Yin-Xia,Dong, Wen-Kui,Ding, Yu-Jie. "Novel structurally characterized Co(II) metal-organic framework and Cd(II) coordination polymer self-assembled from a pyridine-terminal salamo-like ligand bearing various coordination modes". supporting information. . Retrieved 2021/02/02.
• 2、 Wang, Ji-Fa,Li, Ya-Juan,Guo, Shuang-Zhu,Zhao, Li. "A new symmetrical nickel(II) complex with isothiocyanate coordination: synthesis, crystal structure, Hirshfeld surface analysis, DFT calculation and antibacterial activities". . p. 1740 - 1750. Retrieved 2020/12/07.