Sodium Hydroxide → 1-Methylsulfonyl-2-trifluoromethoxybenzene

HRID 412448Notes

Reaction equation

HRID 412448 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+]>C(Cl)Cl>[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 DCM (200 mL) and m-chloroperoxybenzoic acid (39.0 g, 216 mmol) was added in small portions during 30 min. The reaction mixture was then allowed to stand overnight. DCM (200 mL) was added followed by slow addition of sodium hydroxide (2 N, 200 mL). The organic phase was separated and washed with sodium hydroxide (2 N, 3×150 mL), dried (magnesium sulphate) and concentrated in vacuo to give 15.8 g of 1-methylsulfonyl-2-trifluoromethoxybenzene

Workup

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

Sources & evidence

ORD record
ord-5d273f08cc454ed69cb6e31b965c5158
Source dataset
uspto-grants-2003_05
Patent number
US06562807B2

Reaction notes

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