m-Chloroperbenzoic acid → HCID 59852981, compound

HRID 1670306Notes

Reaction equation

HRID 1670306 reaction equation
[F:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][S:7]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[O:8])=[CH:4][CH:3]=1.C1C=C(Cl)C=C(C(OO)=[O:25])C=1>C(Cl)Cl>[F:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][S:7]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])(=[O:25])=[O:8])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 59853076HCID 59853076, compound

Product 1

HCID 59852981HCID 59852981, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of ethyl 2-(4-fluorobenzylsulfinyl)acetate (370 mg, 1.52 mmol) in DCM (5.0 mL) was added m-CPBA (77%, 450 mg, 2.0 mmol). The mixture was stirred at room temperature for 2 h and was then quenched with polymer bound diethylene triamine (1.5 g). The reaction mixture was filtered and concentrated in vacuo to give ethyl 2-(4-fluorobenzylsulfonyl)acetate (360 mg, 91% yield). MS (ESI+): m/z 283.10 (M+H)+.

Workup

  1. customwas then quenched with polymer
  2. filtrationThe reaction mixture was filtered
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-7495ae6bce0a41b0aab252df1d49a311
Source dataset
uspto-grants-2011_08
Patent number
US07989477B2

Reaction notes

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