4-ETHOXY-2-FORMYLPHENYLBORONIC ACID

Base Information

• Chemical Name: 4-ETHOXY-2-FORMYLPHENYLBORONIC ACID
• CAS No.: 1106867-72-4
• Molecular Formula: C₉H₁₁BO₄
• Molecular Weight: 193.995
• Hs Code.: 2931900090
• Mol file: 1106867-72-4.mol

Synonyms:4-ETHOXY-2-FORMYLPHENYLBORONIC ACID

Chemical Property of 4-ETHOXY-2-FORMYLPHENYLBORONIC ACID

Chemical Property:

• PSA: 66.76000
• LogP: -0.42240
• Storage Temp.: 2-8°C

Purity/Quality:

98.5% ^*data from raw suppliers

4-Ethoxy-2-formylphenylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-ETHOXY-2-FORMYLPHENYLBORONIC ACID

There total 5 articles about 4-ETHOXY-2-FORMYLPHENYLBORONIC ACID 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: 47.0%

C15H21BO4 → (4-ethoxy-2-formylphenyl) boronic acid (1106867-72-4)

Guidance literature:

C₁₅H₂₁BO₄; With sodium periodate; In tetrahydrofuran; water; at 20 ℃; for 0.333333h;

With hydrogenchloride; In water; at 20 ℃; for 2h;

DOI:10.1039/d1cc03026d

Reference yield:

Trimethyl borate (121-43-7,63156-11-6) + C11H13BrO3 → (4-ethoxy-2-formylphenyl) boronic acid (1106867-72-4)

Guidance literature:

C₁₁H₁₃BrO₃; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

Trimethyl borate; In tetrahydrofuran; at -78 - 20 ℃;

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 1h;

DOI:10.1021/acs.jmedchem.9b00869

Reference yield:

2-bromo-5-ethoxybenzaldehyde (43192-32-1) → (4-ethoxy-2-formylphenyl) boronic acid (1106867-72-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 8 h / 80 °C / Inert atmosphere

2.1: sodium periodate / tetrahydrofuran; water / 0.33 h / 20 °C

2.2: 2 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium periodate; potassium acetate; In tetrahydrofuran; 1,4-dioxane; water;

DOI:10.1039/d1cc03026d

upstream raw materials:

2-bromo-5-hydroxybenzaldehyde

Trimethyl borate

4-bromo-3-(1,3-dioxolan-2-yl)phenol

2-bromo-5-ethoxybenzaldehyde

Refernces

• 1、 Yu, Xufen,Huang, Xi-Ping,Kenakin, Terry P.,Slocum, Samuel T.,Chen, Xin,Martini, Michael L.,Liu, Jing,Jin, Jian. "Design, Synthesis, and Characterization of Ogerin-Based Positive Allosteric Modulators for G Protein-Coupled Receptor 68 (GPR68)". . p. 7557 - 7574. Retrieved 2019/09/09.