m-Chloroperbenzoic acid → HCID 72497716, compound

HRID 1058669Notes

Reaction equation

HRID 1058669 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[C:18]([CH:19]=[C:20]3[S:24][C:23](=[O:25])[NH:22][C:21]3=[O:26])=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]=2)=[CH:4][CH:3]=1.ClC1C=C(C=CC=1)C(OO)=[O:32]>C(Cl)Cl.CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([C:9]2[C:18]([CH:19]=[C:20]3[S:24][C:23](=[O:25])[NH:22][C:21]3=[O:26])=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]=2)=[O:32])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 72497712HCID 72497712, compound

Product 1

HCID 72497716HCID 72497716, compoundYield 30%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

The compound prepared in Example 224 was dissolved in CH2Cl2/CH3OH (5:1), and to this solution was added 3-chloroperoxybenzoic acid (2 eq. of 77% max. purity). The mixture was stirring at RT for 4 hrs before TLC analysis showed the disappearance of the starting compound. The reaction mixture was stirring for an additionally 2 hrs. At the end of the reaction, white crystalline product precipitated. The product was collected by filteration, washed several times with ether, and air dried for 48 hrs to provide the final product with a yield of 30%.

Workup

  1. stirringThe reaction mixture was stirring for an additionally 2 hrs
  2. customAt the end of the reaction, white crystalline product
  3. customprecipitated
  4. customThe product was collected by filteration
  5. washwashed several times with ether, and air
  6. customdried for 48 hrs

Sources & evidence

ORD record
ord-3c7e668604564d088b764326fbee85dc
Source dataset
uspto-grants-2003_02
Patent number
US06518268B1

Reaction notes

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