Trifluoroacetic acid → 4-(3-Bromo-5-hydroxy-benzenesulfonyl)-5-methylsulfanyl-thiophene-2-carboxylic acid methyl ester

HRID 723039Notes

Reaction equation

HRID 723039 reaction equation
FC(F)(F)C(O)=O.[CH3:8][O:9][C:10]([C:12]1[S:13][C:14]([S:32][CH3:33])=[C:15]([S:17]([C:20]2[CH:25]=[C:24]([O:26]C(C)(C)C)[CH:23]=[C:22]([Br:31])[CH:21]=2)(=[O:19])=[O:18])[CH:16]=1)=[O:11]>C(Cl)Cl>[CH3:8][O:9][C:10]([C:12]1[S:13][C:14]([S:32][CH3:33])=[C:15]([S:17]([C:20]2[CH:25]=[C:24]([OH:26])[CH:23]=[C:22]([Br:31])[CH:21]=2)(=[O:18])=[O:19])[CH:16]=1)=[O:11]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 210571734-(3-Bromo-5-tert-butoxy-benzenesulfonyl)-5-methylsulfanyl-thiophene-2-carboxylic acid methyl ester

Product 1

HCID 210571774-(3-Bromo-5-hydroxy-benzenesulfonyl)-5-methylsulfanyl-thiophene-2-carboxylic acid methyl esterYield 101.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (5 mL) was added to a solution of 4-(3-bromo-5-tert-butoxy-benzenesulfonyl)-5-methylsulfanyl-thiophene-2-carboxylic acid methyl ester ((Example 12: step c) 240 mg, 0.5 mmol) in DCM (5 mL). The solution was stirred at rt for 2 h and the solvents were removed in vacuo, yielding 214 mg of an oil (quantitative) which was used without further purification.

Workup

  1. customthe solvents were removed in vacuo

Sources & evidence

ORD record
ord-6ebd5006aca3447fbcbb52edd4fcc5e8
Source dataset
uspto-grants-2006_11
Patent number
US07138530B2

Reaction notes

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