potassium 4-(ethyl carboxylate)benzoyltrifluoroborate

Base Information

• Chemical Name: potassium 4-(ethyl carboxylate)benzoyltrifluoroborate
• CAS No.: 1622923-40-3
• Molecular Formula: C₁₀H₉BF₃O₃*K
• Molecular Weight: 284.084
• Mol file: 1622923-40-3.mol

Synonyms:potassium 4-(ethyl carboxylate)benzoyltrifluoroborate

Chemical Property of potassium 4-(ethyl carboxylate)benzoyltrifluoroborate

Chemical Property:

• Melting Point: 228.00°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Potassium 4-ethoxycarbonylbenzoyltrifluoroborate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Acyltrifluroborates (KATs) are bench, air, and moisture stable reagents for rapid, chemoselective amide bond formations with hydroxylamines. These amide bond forming reactions proceed under aqueous conditions, without the need for coupling reagents or protecting groups. This product was introduced in collaboration with the Bode Research Group

Technology Process of potassium 4-(ethyl carboxylate)benzoyltrifluoroborate

There total 3 articles about potassium 4-(ethyl carboxylate)benzoyltrifluoroborate 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: 85.0%

potassium fluoride (7789-23-3) + 4-iodobenzoic acid ethyl ester (51934-41-9) + (ethylthiotrifluoroborate)methane dimethyliminium zwitterion (1622923-36-7) + water (7732-18-5) → potassium 4-(ethyl carboxylate)benzoyltrifluoroborate (1622923-40-3)

Guidance literature:

4-iodobenzoic acid ethyl ester; (ethylthiotrifluoroborate)methane dimethyliminium zwitterion; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1.5h; Inert atmosphere;

potassium fluoride; water; In tetrahydrofuran; hexane; acetone; at -78 ℃; for 1h;

DOI:10.1021/acs.orglett.6b02652

Reference yield: 74.0%

potassium fluoride (7789-23-3) + 4-iodobenzoic acid ethyl ester (51934-41-9) + (ethylthiotrifluoroborate)methane dimethyliminium zwitterion (1622923-36-7) → potassium 4-(ethyl carboxylate)benzoyltrifluoroborate (1622923-40-3)

Guidance literature:

4-iodobenzoic acid ethyl ester; (ethylthiotrifluoroborate)methane dimethyliminium zwitterion; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

With acetone; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h; Inert atmosphere;

potassium fluoride; In tetrahydrofuran; hexane; water; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201403931

Reference yield:

C12H15BF3NO2 + potassium hydrogencarbonate (298-14-6) → potassium 4-(ethyl carboxylate)benzoyltrifluoroborate (1622923-40-3)

Guidance literature:

With water; In N,N-dimethyl-formamide;

DOI:10.1002/anie.201904576

upstream raw materials:

potassium fluoride

4-iodobenzoic acid ethyl ester

(ethylthiotrifluoroborate)methane dimethyliminium zwitterion

water

Downstream raw materials:

ethyl 4-(benzoylcarbamoyl)benzoate

Refernces

• 1、 Liu, Sizhou M.,Mazunin, Dmitry,Pattabiraman, Vijaya R.,Bode, Jeffrey W.. "Synthesis of Bifunctional Potassium Acyltrifluoroborates". supporting information. p. 5336 - 5339. Retrieved 2016/11/02.