Trifluoroacetic acid → 3,4-Bis(methylsulfonyl)benzoic acid

HRID 349759Notes

Reaction equation

HRID 349759 reaction equation
C([O:5][C:6](=[O:21])[C:7]1[CH:12]=[CH:11][C:10]([S:13]([CH3:16])(=[O:15])=[O:14])=[C:9]([S:17]([CH3:20])(=[O:19])=[O:18])[CH:8]=1)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH3:20][S:17]([C:9]1[CH:8]=[C:7]([CH:12]=[CH:11][C:10]=1[S:13]([CH3:16])(=[O:15])=[O:14])[C:6]([OH:21])=[O:5])(=[O:19])=[O:18]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 694315713,4-Bis-methanesulfonyl-benzoic acid tert-butyl ester

Product 1

HCID 223974323,4-Bis(methylsulfonyl)benzoic acidYield 95.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 3,4-bis-methanesulfonyl-benzoic acid tert-butyl ester (0.366 g) in dichloromethane was added trifluoroacetic acid and the reaction mixture was stirred for 3 hours. The mixture was evaporated and trituration of the residue with diethyl ether gave the title compound (0.29 g; MS: APCI+(M+H) 279).

Workup

  1. customThe mixture was evaporated

Sources & evidence

ORD record
ord-9426aa08301f444fababdd488d4b9aaa
Source dataset
uspto-grants-2007_02
Patent number
US07179922B2

Reaction notes

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