2-(4-fluorophenyl)-4,4,6-trimethyl-1,3,2-dioxaborinane

Base Information

• Chemical Name: 2-(4-fluorophenyl)-4,4,6-trimethyl-1,3,2-dioxaborinane
• CAS No.: 1029653-69-7
• Molecular Formula: C₁₂H₁₆BFO₂
• Molecular Weight: 222.067
• Mol file: 1029653-69-7.mol

Synonyms:

Chemical Property of 2-(4-fluorophenyl)-4,4,6-trimethyl-1,3,2-dioxaborinane

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

2-(4-Fluorophenyl)-4,4,6-trimethyl-1,3,2-dioxaborinane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-fluorophenyl)-4,4,6-trimethyl-1,3,2-dioxaborinane

There total 3 articles about 2-(4-fluorophenyl)-4,4,6-trimethyl-1,3,2-dioxaborinane 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: 80.0%

2-methyl-2,4-pentanediol (107-41-5) + 4-fluoroboronic acid (1765-93-1) → 2-(4-fluorophenyl)-4,4,6-trimethyl-1,3,2-dioxaborinane (1029653-69-7)

Guidance literature:

In dichloromethane; at 20 ℃; for 16h;

DOI:10.1021/jacs.7b03387

Reference yield:

4,4,4',4',6,6'-hexamethyl-2,2'-bi(1,3,2-dioxaborinane)bis(hexyleneglycolato)diboron (230299-21-5) + (Z)-N-((4-fluorobenzoyl)oxy)-4-methoxybenzimidoyl chloride → 2-(4-fluorophenyl)-4,4,6-trimethyl-1,3,2-dioxaborinane (1029653-69-7)

Guidance literature:

With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; In dichloromethane; acetone; at 25 ℃; for 14h; Inert atmosphere;

DOI:10.1002/anie.202008138

Reference yield:

C15H39BO2Si4 + 1-Bromo-4-fluorobenzene (460-00-4) → 2-(4-fluorophenyl)-4,4,6-trimethyl-1,3,2-dioxaborinane (1029653-69-7)

Guidance literature:

C₁₅H₃₉BO₂Si₄; With potassium tert-butylate; In tetrahydrofuran; at 30 ℃; for 0.166667h; Schlenk technique; Inert atmosphere;

1-Bromo-4-fluorobenzene; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at -10 ℃; for 2h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.organomet.7b00476

upstream raw materials:

2-methyl-2,4-pentanediol

4-fluoroboronic acid

1-Bromo-4-fluorobenzene

4,4,4',4',6,6'-hexamethyl-2,2'-bi(1,3,2-dioxaborinane)bis(hexyleneglycolato)diboron

Downstream raw materials:

(1-(4-fluorophenyl)ethane-1,2-diyl)dibenzene

4-fluorodiphenylmethane

Refernces

• 1、 Li, Xiaojuan,Ni, Shengyang,Pan, Yi,Wang, Yi,Zhang, Qiang,Zhang, Weigang. "Decarboxylative Borylation of Stabilized and Activated Carbon Radicals". supporting information. p. 21875 - 21879. Retrieved 2020/10/02.