Boronic acid, (4-hydroxy-3-methylphenyl)- (9CI)

Base Information

• Chemical Name: Boronic acid, (4-hydroxy-3-methylphenyl)- (9CI)
• CAS No.: 762263-66-1
• Molecular Formula: C7H9 B O3
• Molecular Weight: 151.958
• Hs Code.: 2931900090
• Mol file: 762263-66-1.mol

Synonyms:Boronicacid, (4-hydroxy-3-methylphenyl)- (9CI); (4-Hydroxy-3-methylphenyl)boronic acid

Chemical Property of Boronic acid, (4-hydroxy-3-methylphenyl)- (9CI)

Chemical Property:

• Boiling Point: 358.0±52.0 °C(Predicted)
• PKA: 9.14±0.10(Predicted)
• PSA: 60.69000
• Density: 1.26±0.1 g/cm3(Predicted)
• LogP: -0.61960
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Hydroxy-3-methylbenzeneboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: suzuki reaction

Technology Process of Boronic acid, (4-hydroxy-3-methylphenyl)- (9CI)

There total 2 articles about Boronic acid, (4-hydroxy-3-methylphenyl)- (9CI) 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%

tetrahydroxydiboron (13675-18-8) + 4-iodo-2-methyl-phenol (60577-30-2) → (4-hydroxy-3-methylphenyl)boronic acid (762263-66-1)

Guidance literature:

With bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); tetramethyl ammonium acetate; In 2-methyltetrahydrofuran; methanol; water; at 40 ℃; for 7h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.0c00929

Reference yield: 36.0%

2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (627906-52-9) → (4-hydroxy-3-methylphenyl)boronic acid (762263-66-1)

Guidance literature:

With sodium periodate; ammonium acetate; water; In acetone; at 20 ℃; for 19h;

Reference yield: 76.0%

2-bromo-N-{4-[N-methyl-N-(tetrahydro-2H-pyran-4-yl)aminomethyl]phenyl}-6,7-dihydro-5H-benzo[7]annulene-8-carboxamide + (4-hydroxy-3-methylphenyl)boronic acid (762263-66-1) → 2-(4-hydroxy-3-methylphenyl)-N-{4-[N-methyl-N-(tetrahydro-2H-pyran-4-yl)aminomethyl]phenyl}-6,7-dihydro-5H-benzo[7]annulene-8-carboxamide

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium methylate; In 1,2-dimethoxyethane; at 100 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c4ob02397h

upstream raw materials:

2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

tetrahydroxydiboron

4-iodo-2-methyl-phenol

Downstream raw materials:

ethyl 6-(4-hydroxy-3-methylphenyl)-2-quinolinecarboxylate

6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)-3-methylphenyl]-2-quinolinecarboxylic acid

ethyl 6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)-3-methylphenyl]-2-quinolinecarboxylate

Refernces

• 1、 -. "FARNESOID X RECEPTOR AGONISTS". Page/Page column 80. . Retrieved 2008/06/13.