m-Chloroperbenzoic acid → HCID 20286676, compound

HRID 127301Notes

Reaction equation

HRID 127301 reaction equation
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[C:7]([C:11](=[O:16])[CH2:12][S:13]([CH3:15])=[O:14])[NH:8]2)=[CH:4][C:3]=1[Cl:23].ClC1C=CC=C(C(OO)=[O:32])C=1>C(Cl)(Cl)Cl>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)=[C:7]([C:11](=[O:16])[CH2:12][S:13]([CH3:15])(=[O:32])=[O:14])[NH:8]2)=[CH:4][C:3]=1[Cl:23]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 20286674HCID 20286674, compound

Product 1

HCID 20286676HCID 20286676, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Stir a mixture of 6.0 g of 6-bromo-5-chloro-2-[(methyl-sulfinyl)acetyl]-3-phenylindole and 6.0 g of m-chloroperbenzoic acid in 150 ml of chloroform at room temperature for 2 hours. Concentrate the mixture to about 50 ml, in vacuo, and filter and wash the product with 20 ml of cold chloroform to obtain 6-bromo-5-chloro-2[(methylsulfonyl)acetyl]-3-phenylindole, m.p. 224°-225°.

Workup

  1. concentrationConcentrate the mixture to about 50 ml
  2. filtrationin vacuo, and filter
  3. washwash the product with 20 ml of cold chloroform

Sources & evidence

ORD record
ord-bd286058a2bf4c19a967274cf34ef8df
Source dataset
uspto-grants-1981_03
Patent number
US04255442

Reaction notes

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