Sodium Sulfite → 2-Fluoro-5-(2-oxo-propyl)-benzenesulfinic acid sodium salt

HRID 601615Notes

Reaction equation

HRID 601615 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9](=[O:11])[CH3:10])=[CH:4][C:3]=1[S:12](Cl)(=[O:14])=[O:13].S([O-])([O-])=O.[Na+:20].[Na+].C(=O)([O-])O.[Na+]>O1CCOCC1.O>[Na+:20].[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9](=[O:11])[CH3:10])=[CH:4][C:3]=1[S:12]([O-:14])=[O:13]

Participants

6

Reactant 3

HCID 24437Sodium SulfiteHCID 516892Sodium BicarbonateHCID 858617322-Fluoro-5-(2-oxo-propyl)-benzenesulfonyl chloride

Product 1

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

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
70 °C

Procedure

To a stirred solution of 2-fluoro-5-(2-oxo-propyl)-benzenesulfonyl chloride (AG1) (16.25 g, 86.36 mmol) in dioxane (200 ml) is added dropwise a solution of sodium sulfite (16.38 g, 130 mmol) and sodium hydrogen carbonate (10.92 g, 130 mmol) in water (200 ml). The reaction mixture is heated to 70° C. for 20 minutes and then allowed to cool to room temperature. The solvent is removed in vacuo and the resultant residue is used crude in the next step.

Workup

  1. temperatureto cool to room temperature
  2. customThe solvent is removed in vacuo

Sources & evidence

ORD record
ord-ae99693c83e746f596f9960fb0895181
Source dataset
uspto-grants-2011_03
Patent number
US07902375B2

Reaction notes

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