Sodium Hydroxide → 1-Methylsulfonyl-2-trifluoromethoxybenzene

HRID 1633938Notes

Reaction equation

HRID 1633938 reaction equation
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[O:9][C:10]([F:13])([F:12])[F:11].ClC1C=C(C=CC=1)C(OO)=[O:19].[OH-:25].[Na+]>ClCCl>[CH3:1][S:2]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[O:9][C:10]([F:11])([F:12])[F:13])(=[O:19])=[O:25]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 70297m-Chloroperbenzoic acidHCID 27815671-(Methylthio)-2-(trifluoromethoxy)benzene

Product 1

HCID 223110911-Methylsulfonyl-2-trifluoromethoxybenzene

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

1-Methylsulfanyl-2-trifluoromethoxybenzene (15.0 g, 72 mmol) was dissolved in dichloromethane (200 mL) and m-chloroperoxybenzoic acid (39.0 g, 216 mmol) was added in small portions during 30 minutes. The reaction mixture was then allowed to stand overnight. Dichloromethane (200 mL) was added followed by slow addition of sodium hydroxide (2N, 200 mL). The organic phase was separated and extracted with sodium hydroxide (2N, 3×150 mL), dried (MgSO4) and concentrated in vacuo to give 15.8 g of 1-methylsulfonyl-2-trifluoromethoxybenzene.

Workup

  1. customThe organic phase was separated
  2. extractionextracted with sodium hydroxide (2N, 3×150 mL)
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-ff91e29f565449a0ab7bd2a178fda84e
Source dataset
uspto-grants-2003_01
Patent number
US06503949B1

Reaction notes

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