Methyl iodide → 1-(4-Fluoro-3-methanesulfonyl-phenyl)-propan-2-one

HRID 601616Notes

Reaction equation

HRID 601616 reaction equation
[Na+].[F:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10](=[O:12])[CH3:11])=[CH:5][C:4]=1[S:13]([O-:15])=[O:14].[CH3:16]I>CN(C=O)C>[F:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10](=[O:12])[CH3:11])=[CH:5][C:4]=1[S:13]([CH3:16])(=[O:15])=[O:14]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 671597242-Fluoro-5-(2-oxo-propyl)-benzenesulfinic acid sodium salt

Product 1

HCID 574668151-(4-Fluoro-3-methanesulfonyl-phenyl)-propan-2-one

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution comprising 2-fluoro-5-(2-oxo-propyl)-benzenesulfinic acid sodium salt (AG2) (15.43 g, 64.83 mmol) in DMF (300 ml) is treated with methyl iodide (18.45 g, 130 mmol). The reaction mixture is stirred at room temperature for 30 minutes. Purification is carried out by chromatography on silica (eluting with 4:1 hexane-ethyl acetate) to afford the titled compound.

Workup

  1. customPurification

Sources & evidence

ORD record
ord-f261ee5e44774a379824232bcd7ff4dd
Source dataset
uspto-grants-2011_03
Patent number
US07902375B2

Reaction notes

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