3-(Ethoxycarbonyl)-5-methylphenylboronic acid,pinacol ester

Base Information

• Chemical Name: 3-(Ethoxycarbonyl)-5-methylphenylboronic acid,pinacol ester
• CAS No.: 1150271-63-8
• Molecular Formula: C₁₆H₂₃BO₄
• Molecular Weight: 290.167
• Hs Code.: 2934999090
• Mol file: 1150271-63-8.mol

Synonyms:3-(Ethoxycarbonyl)-5-methylphenylboronic acid,pinacol ester;ethyl 3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Chemical Property of 3-(Ethoxycarbonyl)-5-methylphenylboronic acid,pinacol ester

Chemical Property:

• PSA: 44.76000
• LogP: 2.47090
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

3-(Ethoxycarbonyl)-5-methylphenylboronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-(Ethoxycarbonyl)-5-methylphenylboronic acid, pinacol ester

Technology Process of 3-(Ethoxycarbonyl)-5-methylphenylboronic acid,pinacol ester

There total 1 articles about 3-(Ethoxycarbonyl)-5-methylphenylboronic 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:

ethyl 3-methylbenzoate (120-33-2) + bis(pinacol)diborane (73183-34-3) → C16H23BO4 (1150271-63-8)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine; In tetrahydrofuran; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1002/anie.201106673

Reference yield:

Togni's reagent (887144-97-0) + C16H23BO4 (1150271-63-8) → ethyl 3-methyl-5-(trifluoromethyl)benzoate (1214337-34-4)

Guidance literature:

With 1,10-Phenanthroline; lithium hydroxide monohydrate; copper(II) thiophene-2-carboxylate; In dichloromethane; at 45 ℃; Inert atmosphere;

DOI:10.1002/anie.201106673

Reference yield:

C16H23BO4 (1150271-63-8) + tert-butyl benzoyl(tert-butoxycarbonyl)carbamate (135364-97-5) → ethyl 3-benzoyl-5-methylbenzoate

Guidance literature:

With (3-phenylallyl)(chloro)-[1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium(II); potassium carbonate; In tetrahydrofuran; water; at 23 ℃; for 16h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.0c02105

upstream raw materials:

ethyl 3-methylbenzoate

bis(pinacol)diborane

Downstream raw materials:

ethyl 3-methyl-5-(trifluoromethyl)benzoate

Refernces

• 1、 Liu, Tianfei,Shao, Xinxin,Wu, Yaming,Shen, Qilong. "Highly selective trifluoromethylation of 1,3-disubstituted arenes through iridium-catalyzed arene borylation". supporting information; experimental part. p. 540 - 543. Retrieved 2012/03/11.