5-Acetyl-2-fluorophenylboronic acid, pinacol ester

Base Information

• Chemical Name: 5-Acetyl-2-fluorophenylboronic acid, pinacol ester
• CAS No.: 765916-70-9
• Molecular Formula: C14H20BFO4
• Molecular Weight: 282
• Hs Code.: 2934999090
• Mol file: 765916-70-9.mol

Synonyms:5-Acetyl-2-fluorophenylboronic acid, pinacol ester;1-[4-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethanone;5-Acetyl-2-fluorobenzeneboronic acid pinacol ester, 96%

Chemical Property of 5-Acetyl-2-fluorophenylboronic acid, pinacol ester

Chemical Property:

• Melting Point: 53-55℃
• PSA: 35.53000
• LogP: 2.32750
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble in water.

Purity/Quality:

98.5% ^*data from raw suppliers

5-Acetyl-2-fluorophenylboronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Acetyl-2-fluorophenylboronic acid, pinacol ester

There total 1 articles about 5-Acetyl-2-fluorophenylboronic acid, pinacol ester 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-fluoro-3-bromoacetophenone (1007-15-4) + bis(pinacol)diborane (73183-34-3) → 1-[4-Fluoro-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]ethanone (765916-70-9)

Guidance literature:

With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium dichloride; In dimethyl sulfoxide; at 90 ℃; for 6h;

DOI:10.1021/ol702274y

Reference yield:

1-[4-Fluoro-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]ethanone (765916-70-9) + 5-bromo-3-iodo-1-tosyl-1H-indole (142688-28-6) → C23H17BrFNO3S

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; water; at 100 ℃; Microwave irradiation;

DOI:10.1016/j.bmcl.2018.05.054

Reference yield:

1-[4-Fluoro-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]ethanone (765916-70-9) → C29H29BFNO5S

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,2-dimethoxyethane; water / 100 °C / Microwave irradiation

2: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 0.17 h / 130 °C / Microwave irradiation

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; sodium carbonate; In 1,4-dioxane; 1,2-dimethoxyethane; water;

DOI:10.1016/j.bmcl.2018.05.054

upstream raw materials:

4-fluoro-3-bromoacetophenone

bis(pinacol)diborane

Refernces

• 1、 St. Jean Jr., David J.,Poon, Steve F.,Schwarzbach, Jamie L.. "A tandem cross-coupling/SNAr approach to functionalized carbazoles". . p. 4893 - 4896. Retrieved 2008/03/14.