Acetone → 2'-Methanesulfonyl-biphenyl-4-carboxylic acid

HRID 2244220Notes

Reaction equation

HRID 2244220 reaction equation
CS[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:14]=[CH:13][C:12]([C:15]([OH:17])=[O:16])=[CH:11][CH:10]=1.[CH3:18]C(C)=O.O[O:23][S:24]([O-:26])=O.[K+]>O>[CH3:18][S:24]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:10]=[CH:11][C:12]([C:15]([OH:17])=[O:16])=[CH:13][CH:14]=1)(=[O:26])=[O:23]

Participants

5

Reactant 3

HCID 180AcetoneHCID 225963254-(2-Methylthiophenyl)benzoic acidHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 225963472'-Methanesulfonyl-biphenyl-4-carboxylic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 0.977 g (0.004 mole) of 2′-(methylthio)-1,1′-biphenyl-4-carboxylic acid of Example 14, Step A, in 25 mL of water and 75 mL of acetone was added 10 g. (0.163 mole) of oxone. The mixture was stirred overnight at room temperature. The acetone was removed in vacuo, and the residue was collected (0.80 g) and washed with water to provide a solid, m.p. 273-275° C.

Workup

  1. customThe acetone was removed in vacuo
  2. customthe residue was collected (0.80 g)
  3. washwashed with water
  4. customto provide a solid, m.p. 273-275° C.

Sources & evidence

ORD record
ord-25c7964819074c458752cce0579da0af
Source dataset
uspto-grants-2010_03
Patent number
US07678787B2

Reaction notes

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