Benzoyl Peroxide → HCID 20392602, compound

HRID 1863313Notes

Reaction equation

HRID 1863313 reaction equation
[CH3:1][S:2]([C:5]1[CH:22]=[CH:21][C:8]([O:9][C:10]2[CH:15]=[CH:14][C:13]([CH2:16][C:17]([O:19][CH3:20])=[O:18])=[CH:12][CH:11]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].[Br:23]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl.Br>[Br:23][CH:16]([C:13]1[CH:14]=[CH:15][C:10]([O:9][C:8]2[CH:7]=[CH:6][C:5]([S:2]([CH3:1])(=[O:3])=[O:4])=[CH:22][CH:21]=2)=[CH:11][CH:12]=1)[C:17]([O:19][CH3:20])=[O:18]

Participants

6

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 20392615HCID 20392615, compound

Product 1

HCID 20392602HCID 20392602, compound

Reagents, catalysts & solvents 2

HCID 260Hydrogen BromideCatalystHCID 5943Carbon TetrachlorideSolvent

Procedure

To a suspension of 1.6 g of methyl α-[p-(p-methylsulfonylphenoxy)phenyl]acetate in 25 ml of carbon tetrachloride is added 0.98 g of N-bromosuccinimide and 1 drop of 48% HBr. The mixture is stirred and refluxed for 19.5 hours and 10 mg of benzoyl peroxide is added. The mixture is refluxed for 3 hours and 1/2 inch of 22 gauge nichrome wire is added. After refluxing an additional 18 hours the solvent is removed under vacuum to give the product as a gum.

Workup

  1. temperaturerefluxed for 19.5 hours
  2. temperatureThe mixture is refluxed for 3 hours
  3. temperatureAfter refluxing an additional 18 hours the solvent
  4. customis removed under vacuum

Sources & evidence

ORD record
ord-11093dbb807447a7a172872364d88084
Source dataset
uspto-grants-1979_09
Patent number
US04168385

Reaction notes

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