Methanesulfonic acid, trifluoro-, 4-chloro-2-fluorophenyl ester

Base Information

• Chemical Name: Methanesulfonic acid, trifluoro-, 4-chloro-2-fluorophenyl ester
• CAS No.: 154267-22-8
• Molecular Formula: C7H3ClF4O3S
• Molecular Weight: 278.612
• Mol file: 154267-22-8.mol

Synonyms:

Chemical Property of Methanesulfonic acid, trifluoro-, 4-chloro-2-fluorophenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methanesulfonic acid, trifluoro-, 4-chloro-2-fluorophenyl ester

There total 2 articles about Methanesulfonic acid, trifluoro-, 4-chloro-2-fluorophenyl 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: 100.0%

trifluoromethylsulfonic anhydride (358-23-6) + 4-chloro-2-fluorophenol (348-62-9) → 4-chloro-2-fluorophenyl trifluoromethanesulfonate (154267-22-8)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/anie.202005891

Reference yield:

trifluoromethane sulfonyl chloride (421-83-0) + 4-chloro-2-fluorophenol (348-62-9) → 4-chloro-2-fluorophenyl trifluoromethanesulfonate (154267-22-8)

Guidance literature:

4-chloro-2-fluorophenol; With triethylamine; In dichloromethane; at -78 ℃; Inert atmosphere;

trifluoromethane sulfonyl chloride; In dichloromethane; at -78 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.orglett.1c04138

Reference yield: 78.0%

phenylzinc chloride (28557-00-8) + 4-chloro-2-fluorophenyl trifluoromethanesulfonate (154267-22-8) → 4-chloro-2-fluoro-1,1'-biphenyl (39224-18-5)

Guidance literature:

With di-μ-iodobis(tri-t-butylphosphino)dipalladium(l); In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 0.166667h; chemoselective reaction;

DOI:10.1002/anie.201808386

upstream raw materials:

trifluoromethylsulfonic anhydride

4-chloro-2-fluorophenol

trifluoromethane sulfonyl chloride

Downstream raw materials:

(E)-ethyl 3-(4-chloro-2-fluorophenyl)acrylate

3-(4-chloro-2-fluorophenyl)propionic acid

6-chloro-4-fluoro-indan-1-one

ethyl 3-(4-chloro-2-fluorophenyl)propionate

Refernces

• 1、 Bismuto, Alessandro,Boehm, Philip,Morandi, Bill,Roediger, Sven. "Palladium-Catalyzed Chlorocarbonylation of Aryl (Pseudo)Halides Through In Situ Generation of Carbon Monoxide". supporting information. p. 17887 - 17896. Retrieved 2020/08/19.
• 2、 Musso, David L.,Orr, G. Faye,Cochran, Felicia R.,Kelley, James L.,Selph, Jeffrey L.,Rigdon, Greg C.,Cooper, Barrett R.,Jones, Michael L.. "Indanylidenes. 2. Design and synthesis of (E)-2-(4-chloro-6-fluoro-1-indanylidene)-N-methylacetamide, a potent antiinflammatory and analgesic agent without centrally acting muscle relaxant activity". . p. 409 - 416. Retrieved 2007/10/03.