Benzoyl Peroxide → HCID 53894245, compound

HRID 1287452Notes

Reaction equation

HRID 1287452 reaction equation
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][C:7]([O:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])=[C:8]([Cl:12])[C:9]=2[Cl:11])[CH2:4][C:3]1([CH:21]([CH3:23])[CH3:22])[CH3:20].[Br:24]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][C:7]([O:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])=[C:8]([Cl:12])[C:9]=2[Cl:11])[CH:4]([Br:24])[C:3]1([CH:21]([CH3:22])[CH3:23])[CH3:20]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 53744941HCID 53744941, compound

Product 1

HCID 53894245HCID 53894245, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A solution of ethyl (1-oxo-2-isopropyl-2-methyl-6,7-dichloro-5-indanyloxy)acetate (3.6 g., 0.01 mole, N-bromosuccinimide (2.4 g., 0.0134 mole) and benzoyl peroxide (20 mg.) in carbon tetrachloride is refluxed four hours, cooled and filtered free of succinimide. The solvent is evaporated and the crude product is purified by column chromatography and then recrystallized from cyclohexane to afford substantially pure ethyl (1-oxo-2-isopropyl-2-methyl-3-bromo-6,7-dichloro-5-indanyloxy)acetate, m.p. 83°-85° C.

Workup

  1. temperaturecooled
  2. filtrationfiltered free of succinimide
  3. customThe solvent is evaporated
  4. customthe crude product is purified by column chromatography
  5. customrecrystallized from cyclohexane

Sources & evidence

ORD record
ord-9831cef1cb9c44f680b627bb8e5eb9b3
Source dataset
uspto-grants-1976_10
Patent number
US03984465

Reaction notes

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