Benzoyl Peroxide → HCID 19922604, compound

HRID 1647940Notes

Reaction equation

HRID 1647940 reaction equation
[CH3:1][O:2][C:3](=[O:14])[CH:4]([C:6]1[CH:11]=[CH:10][C:9]([CH3:12])=[C:8]([Cl:13])[CH:7]=1)[CH3:5].[Br:15]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[CH3:1][O:2][C:3](=[O:14])[CH:4]([C:6]1[CH:11]=[CH:10][C:9]([CH2:12][Br:15])=[C:8]([Cl:13])[CH:7]=1)[CH3:5]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 19922612HCID 19922612, compound

Product 1

HCID 19922604HCID 19922604, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

Fifty (50) g of methyl-2-(3-chloro-4-methylphenyl)propionate, 42 g of N-bromosuccinimide and 600 ml of carbon tetrachloride were mixed together to form a mixed liquid which was then incorporated with a catalytic amount of benzoyl peroxide and refluxed under agitation for one hour. After the end of the reaction, the reaction mixture was filtered to remove insolubles and obtain a filtrate which was then freed of the solvent at a reduced pressure. The residue obtained was introduced into a silica gel-packed column to be adsorbed thereon and then eluted with isopropyl ether-hexane (1:10) to obtain an eluate. The thus obtained eluate was freed of the solvent thereby to obtain 31 g of methyl-2-(4-bromomethyl-3-chlorophenyl)propionate.

Workup

  1. customto form a mixed liquid which
  2. temperaturerefluxed under agitation for one hour
  3. customAfter the end of the reaction
  4. filtrationthe reaction mixture was filtered
  5. customto remove insolubles
  6. customobtain a filtrate which
  7. customThe residue obtained
  8. additionwas introduced into a silica gel-
  9. washeluted with isopropyl ether-hexane (1:10)
  10. customto obtain an eluate

Sources & evidence

ORD record
ord-04ba99650293437f9aacfaaa435be29b
Source dataset
uspto-grants-1995_07
Patent number
US05434292

Reaction notes

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