Methanesulfonic acid, trifluoro-, 4-(methylsulfonyl)phenyl ester

Base Information

• Chemical Name: Methanesulfonic acid, trifluoro-, 4-(methylsulfonyl)phenyl ester
• CAS No.: 57728-86-6
• Molecular Formula: C8H7F3O5S2
• Molecular Weight: 304.268
• Mol file: 57728-86-6.mol

Synonyms:

Chemical Property of Methanesulfonic acid, trifluoro-, 4-(methylsulfonyl)phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methanesulfonic acid, trifluoro-, 4-(methylsulfonyl)phenyl ester

There total 5 articles about Methanesulfonic acid, trifluoro-, 4-(methylsulfonyl)phenyl 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: 82.0%

trifluorormethanesulfonic acid (1493-13-6) + 4-methanesulfonyl-phenol (14763-60-1) → 4-(methylsulfonyl)phenyl trifluoromethanesulfonate (57728-86-6)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.orglett.1c00313

Reference yield: 35.0%

4-iodophenyl trifluoromethanesulfonate (109586-39-2) + Methanesulfonic anhydride (7143-01-3) → 4-(methylsulfonyl)phenyl trifluoromethanesulfonate (57728-86-6)

Guidance literature:

4-iodophenyl trifluoromethanesulfonate; With isopropylmagnesium chloride; In tetrahydrofuran; at -20 ℃;

Methanesulfonic anhydride; Further stages.;

DOI:10.1002/jlcr.1181

Reference yield:

4-bromophenyl trifluoromethanesulfonate (66107-30-0) → 4-(methylsulfonyl)phenyl trifluoromethanesulfonate (57728-86-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 55 percent / Pd(OAc)2; dppp

2: NIS; sulfuric acid / 20 °C

3: 35 percent / i-PrMgCl / tetrahydrofuran / -20 °C

With N-iodo-succinimide; sulfuric acid; isopropylmagnesium chloride; palladium diacetate; 1,3-bis-(diphenylphosphino)propane; In tetrahydrofuran;

DOI:10.1002/jlcr.1181

upstream raw materials:

4-iodophenyl trifluoromethanesulfonate

Methanesulfonic anhydride

Phenyl triflate

4-bromophenyl trifluoromethanesulfonate

Downstream raw materials:

para-methanesulfonylbenzaldehyde

4-(methylsulfonyl)benzonitrile

4-methylsulfonylbenzoic acid

4-(methylsulfonyl)-N-(pyridin-4-ylmethyl)benzamide

Refernces

• 1、 Herbert, John M.,Kohler, Andrew D.,Le Strat, Franck,Whitehead, David. "Aryl fluoroalkanesulfonate chemistry. A new approach to labelled arene elaboration". . p. 440 - 441. Retrieved 2008/02/08.