3-Fluoro-4-(trifluoromethyl)phenylboronic acid pinacol ester

Base Information

• Chemical Name: 3-Fluoro-4-(trifluoromethyl)phenylboronic acid pinacol ester
• CAS No.: 445303-67-3
• Molecular Formula: C13H15BF4O2
• Molecular Weight: 290.066
• Hs Code.: 2934999090
• Mol file: 445303-67-3.mol

Synonyms:2-(3-fluoro-4-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;3-FLUORO-4-(TRIFLUOROMETHYL)PHENYLBORONIC ACID PINACOL ESTER;

Chemical Property of 3-Fluoro-4-(trifluoromethyl)phenylboronic acid pinacol ester

Chemical Property:

• PSA: 18.46000
• LogP: 3.14370
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

3-Fluoro-4-(trifluoromethyl)phenylboronicacidpinacolester ^*data from reagent suppliers

Safty Information:

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Technology Process of 3-Fluoro-4-(trifluoromethyl)phenylboronic acid pinacol ester

There total 3 articles about 3-Fluoro-4-(trifluoromethyl)phenylboronic 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-bromo-2-fluoro-1-(trifluoromethyl)benzene (142808-15-9) + bis(pinacol)diborane (73183-34-3) → 2-(3-fluoro-4-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (445303-67-3)

Guidance literature:

With potassium acetate; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; at 100 ℃; for 12h; Inert atmosphere;

Reference yield:

1-fluoro-2-trifluoromethylbenzene (392-85-8) + bis(pinacol)diborane (73183-34-3) → 2-(3-fluoro-4-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (445303-67-3) + 2-(2-fluoro-3-trifluoromethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (627526-48-1)

Guidance literature:

With deutero-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; C₂₁H₄₀CoNP₂; In tetrahydrofuran; at 50 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jacs.9b07984

Reference yield:

1-fluoro-2-trifluoromethylbenzene (392-85-8) + bis(pinacol)diborane (73183-34-3) → 2-(3-fluoro-4-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (445303-67-3) + 2-(4-Fluoro-3-trifluoromethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (445303-14-0) + 2-(2-fluoro-3-trifluoromethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (627526-48-1)

Guidance literature:

With n-butyllithium; C₂₈H₄₁ClNPPtSi; In hexane; 1,3,5-trimethyl-benzene; at 20 - 150 ℃; for 4h; Overall yield = 73 %; regioselective reaction; Inert atmosphere;

DOI:10.1039/c5cc07263h

upstream raw materials:

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

bis(pinacol)diborane

1-fluoro-2-trifluoromethylbenzene

Downstream raw materials:

ethyl 5-(3-fluoro-4-(trifluoromethyl)phenyl)-4-methylisoxazole-3-carboxylate

C₁₂H₁₀F₄O₂

methyl 4-amino-5-fluoro-6-(3-fluoro-4-(trifluoromethyl)-phenyl)picolinate

C₁₃H₁₂F₇NO₄S

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