2-Fluoro-4-Methoxyphenylboronic acid pinacol ester

Base Information

• Chemical Name: 2-Fluoro-4-Methoxyphenylboronic acid pinacol ester
• CAS No.: 628692-21-7
• Molecular Formula: C13H18BFO3
• Molecular Weight: 252.094
• Hs Code.: 2931900090
• Mol file: 628692-21-7.mol

Synonyms:2-FLUORO-4-METHOXYBENZENEBORONIC ACID PINACOL ESTER;2-FLUORO-4-METHOXYPHENYLBORONIC ACID PINACOL ESTER;1,3,2-DIOXABOROLANE,2-(2-FLUORO-4-METHOXYPHENYL)-4,4,5,5-TETRAMETHYL;

Chemical Property of 2-Fluoro-4-Methoxyphenylboronic acid pinacol ester

Chemical Property:

• Melting Point: 36-38℃
• PSA: 27.69000
• LogP: 2.13350

Purity/Quality:

98.5% ^*data from raw suppliers

2-Fluoro-4-methoxyphenylboronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Fluoro-4-Methoxyphenylboronic acid pinacol ester

There total 6 articles about 2-Fluoro-4-Methoxyphenylboronic 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: 63.0%

C13H17BBrFO3 → 2-fluoro-4-methoxyphenyl pinalcolboronate (628692-21-7)

Guidance literature:

With potassium fluoride; palladium diacetate; In tetrahydrofuran; water; for 24h; Inert atmosphere;

Reference yield: 63.0%

1-fluoro-3-methoxybenzene (456-49-5) + 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) → 2-fluoro-4-methoxyphenyl pinalcolboronate (628692-21-7) + C13H18BFO3 (1599432-41-3)

Guidance literature:

1-fluoro-3-methoxybenzene; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; diisopropylamine; In tetrahydrofuran; at -78 ℃; for 1.66667h; Inert atmosphere;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; at -78 - 0 ℃;

DOI:10.1071/CH13642

Reference yield: 44.0%

1-fluoro-3-methoxybenzene (456-49-5) + bis(pinacol)diborane (73183-34-3) → 2-fluoro-4-methoxyphenyl pinalcolboronate (628692-21-7) + C13H18BFO3 (1599432-41-3)

Guidance literature:

1-fluoro-3-methoxybenzene; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; diisopropylamine; In tetrahydrofuran; at -78 ℃; for 1.66667h; Inert atmosphere;

bis(pinacol)diborane; at -78 - 0 ℃;

DOI:10.1071/CH13642

upstream raw materials:

1-bromo-2-fluoro-4-methoxybenzene

bis(pinacol)diborane

1-fluoro-3-methoxybenzene

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Downstream raw materials:

2-fluoro-4-methoxy-1-(trifluoromethyl)benzene

Refernces

• 1、 Obligacion, Jennifer V.,Bezdek, Máté J.,Chirik, Paul J.. "C(sp2)-H Borylation of Fluorinated Arenes Using an Air-Stable Cobalt Precatalyst: Electronically Enhanced Site Selectivity Enables Synthetic Opportunities". supporting information. p. 2825 - 2832. Retrieved 2017/03/08.
• 2、 Wang, Yan,Wang, Le,Chen, Ling-Yan,Bhadury, Pinaki S.,Sun, Zhihua. "Transition metal-free synthesis of pinacol arylboronate: Regioselective boronation of 1,3-disubstituted benzenes". . p. 675 - 678. Retrieved 2014/05/06.