m-Chloroperbenzoic acid → HCID 9801756, compound

HRID 1265177Notes

Reaction equation

HRID 1265177 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([Cl:12])[C:3]=1[N:13]1[C:17]([NH:18][C:19](=[O:21])[CH3:20])=[C:16]2[CH2:22][S:23][CH2:24][C:15]2=[N:14]1.C1C=C(Cl)C=C(C(OO)=[O:33])C=1.C([O-])(O)=O.[Na+]>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:10])([F:11])[F:9])[CH:5]=[C:4]([Cl:12])[C:3]=1[N:13]1[C:17]([NH:18][C:19](=[O:21])[CH3:20])=[C:16]2[CH2:22][S:23](=[O:33])[CH2:24][C:15]2=[N:14]1

Participants

5

Reactant 3

HCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 9800860HCID 9800860, compound

Product 1

HCID 9801756HCID 9801756, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of acetamide (2) (145 mg, 0.37 mmol) in CH2Cl2 (5 mL), m-CPBA (500 mg) was added. The reaction mixture was stirred at room temperature for 30 min. and aq. NaHCO3 (10 mL) was added and the organic layer separated and washed with water (2×10 mL), dried (Na2SO4) and concentrated to obtain the title compound as a white solid. (35%); 1H NMR (CDCl3) δ 7.8 (2H, m), 4.33 and 4.46 (2H each, m), 2.12 (3H, s); MS (M+) 428.

Workup

  1. customthe organic layer separated
  2. washwashed with water (2×10 mL)
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-1616ba520a78403baf217fd516e62d45
Source dataset
uspto-grants-2003_04
Patent number
US06545033B1

Reaction notes

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