2-Chloro-4-fluorobenzaldehyde → 2-Chloro-4-(methylsulfonyl)benzaldehyde

HRID 1260629

Reaction equation

HRID 1260629 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8](F)[CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[CH3:11][S:12]([O-:14])=[O:13].[Na+]>CS(C)=O>[Cl:1][C:2]1[CH:9]=[C:8]([S:12]([CH3:11])(=[O:14])=[O:13])[CH:7]=[CH:6][C:3]=1[CH:4]=[O:5]

Participants

4

Reactant 2

HCID 1450242-Chloro-4-fluorobenzaldehydeHCID 2733271Sodium methanesulfinate

Product 1

HCID 27610842-Chloro-4-(methylsulfonyl)benzaldehyde

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
90 °C

Procedure

A suspension of 2-chloro-4-fluorobenzaldehyde (24.9 g, 0.16 mol) and dry sodium methanesulfinate (17.9 g, 0.175 mmol) in dry DMSO (60 ml) is stirred at 90° C. overnight. The reaction mixture is allowed to cool to room temperature and then poured onto ice-water (400 ml). The resulting precipitated is collected by filtration and dried under high vacuum to yield the titled compound as a yellow powder.

Workup

  1. temperatureto cool to room temperature
  2. additionpoured onto ice-water (400 ml)
  3. customThe resulting precipitated
  4. filtrationis collected by filtration
  5. customdried under high vacuum

Sources & evidence

ORD record
ord-98ea714a4cc0460797db4ad8ce7cef09
Source dataset
uspto-grants-2013_06
Patent number
US08470848B2

Linked notes

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