Potassium Carbonate → HCID 9808463, compound

HRID 1358758Notes

Reaction equation

HRID 1358758 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([OH:12])[CH:11]=1)[C:5]([O:7][CH3:8])=[O:6].[F:13][C:14]([F:26])([F:25])[S:15]([C:18]1[CH:23]=[CH:22][C:21](Cl)=[CH:20][CH:19]=1)(=[O:17])=[O:16].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:8][O:7][C:5](=[O:6])[C:4]1[CH:3]=[C:2]([O:1][C:21]2[CH:22]=[CH:23][C:18]([S:15]([C:14]([F:26])([F:25])[F:13])(=[O:17])=[O:16])=[CH:19][CH:20]=2)[CH:11]=[C:10]([O:12][C:21]2[CH:20]=[CH:19][C:18]([S:15]([C:14]([F:25])([F:13])[F:26])(=[O:17])=[O:16])=[CH:23][CH:22]=2)[CH:9]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 75076Methyl 3,5-DihydroxybenzoateHCID 7033241-Chloro-4-(trifluoromethylsulfonyl)benzene

Product 1

HCID 9808463HCID 9808463, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of methyl 3,5-dihydroxybenzoate (100 mg, 0.595 mmol), 4-(trifluoromethylsulfonyl)chlorobenzene (291 mg, 1.189 mmol) and potassium carbonate (330 mg, 2.379 mmol) was heated in DMF to give 3,5-bis-(4-trifluoromethanesulfonyl-phenoxy)-benzoic acid methyl ester. It was then hydrolysed with potassium hydroxide (25 mg) in THF (10 mL) and water (10 mL) to give the title compound. 1H NMR (300 MHz, DMSO-d6) δ 8.11 (d, J=9.2 Hz, 4H), 7.57 (d, J=2.11 Hz, 2H), 7.39 (d, J=9.2 Hz, 4H), 7.39 (m, 1H).

Sources & evidence

ORD record
ord-249be86fe2944f73bc36a9a36751f133
Source dataset
uspto-grants-2003_07
Patent number
US06596772B1

Reaction notes

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