m-Chloroperbenzoic acid → HCID 54174524, compound

HRID 1655431Notes

Reaction equation

HRID 1655431 reaction equation
[Cl:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[S:8]([CH2:10][C:11]([O:13][CH3:14])=[O:12])=[O:9].ClC1C=C(C=CC=1)C(OO)=[O:20]>C(Cl)Cl>[Cl:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[S:8]([CH2:10][C:11]([O:13][CH3:14])=[O:12])(=[O:20])=[O:9]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 53846628HCID 53846628, compound

Product 1

HCID 54174524HCID 54174524, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
5 °C

Procedure

The compound of Example 24 (3.5 g, 0.0112 mole) was dissolved in methylene chloride and cooled to 5° C. with an ice bath. 3-Chloroperoxybenzoic acid (85%, 2.3 g 0.0112 mole) was added, and the reaction mixture was stirred at room temperature for 4 hours. The reaction mixture was filtered and concentrated in a rotary evaporator to give the crude product as a solid. The product was purified by silica gel chromatography. The structure was supported by NMR.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated in a rotary evaporator

Sources & evidence

ORD record
ord-def31c051b2244239c1e903917c98749
Source dataset
uspto-grants-1993_10
Patent number
US05250567

Reaction notes

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