Benzoyl Peroxide → HCID 20246842, compound

HRID 1589356Notes

Reaction equation

HRID 1589356 reaction equation
[Br:1]N1C(=O)CCC1=O.[Cl:9][C:10]1[CH:15]=[CH:14][C:13]([CH:16]2[C:24](=[O:25])[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][C:22]=3[C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:17]2=[O:32])=[CH:12][CH:11]=1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>>[Br:1][C:16]1([C:13]2[CH:14]=[CH:15][C:10]([Cl:9])=[CH:11][CH:12]=2)[C:24](=[O:25])[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][C:22]=2[C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:17]1=[O:32]

Participants

4

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 202468462-(4-Chlorophenyl)-4-phenyl-1H-indene-1,3(2H)-dione

Product 1

HCID 20246842HCID 20246842, compound

Procedure

N-bromosuccinimide (0.3 g ) was added portionwise over 15 minutes to a stirred solution of 2-(p-chlorophenyl)-4-phenylindane-1,3-dione (0.5 g) containing benzoyl peroxide (0.01 g) at ambient temperature and the reaction was allowed to stir for a further 15 minutes. The solvent was removed under reduced pressure and the crude product was chromatographed on silica. The fraction eluted with toluene was recrystallised from diethyl etherhexane to give 2-bromo-2-(p-chlorophenyl)-4-phenylindane-1,3-dione, m.p. 121-123.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe crude product was chromatographed on silica
  3. washThe fraction eluted with toluene
  4. customwas recrystallised from diethyl etherhexane

Sources & evidence

ORD record
ord-8856f109d79e41b69cd0322fec55c565
Source dataset
uspto-grants-1986_02
Patent number
US04569945

Reaction notes

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