Benzoyl Peroxide → HCID 68501144, compound

HRID 1176316Notes

Reaction equation

HRID 1176316 reaction equation
[CH3:1][C:2]1[C:10]2[O:9][C:8]([C:11]([O:13][CH3:14])=[O:12])=[CH:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.[Br:15]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.C1(=O)NC(=O)CC1>C(Cl)(Cl)(Cl)Cl>[Br:15][CH2:1][C:2]1[C:10]2[O:9][C:8]([C:11]([O:13][CH3:14])=[O:12])=[CH:7][C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 7187Benzoyl PeroxideHCID 11439SuccinimideHCID 67184N-bromobutanimideHCID 68502921HCID 68502921, compound

Product 1

HCID 68501144HCID 68501144, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A solution of 7.38 g of methyl 7-methylbenzofuran-2-carboxylate in 300 ml of carbon tetrachloride is admixed at 70° C. with 6.96 g of N-bromosuccinimide and 1.42 g of dibenzoyl peroxide, heated to reflux with stirring and kept at reflux for 2 hours (succinimide crystallizes out). The reaction mixture is cooled and clarified by filtration, and the filtrate is concentrated by evaporation. The title compound is obtained as a red-orange oil from the residue by means of flash chromatography (SiO2 60F). Rf=0.60 (dichloromethane); Rt=17.83 (II).

Workup

  1. temperatureheated
  2. temperatureto reflux
  3. customcrystallizes out)
  4. temperatureThe reaction mixture is cooled
  5. filtrationclarified by filtration
  6. concentrationthe filtrate is concentrated by evaporation

Sources & evidence

ORD record
ord-58e7c20bc3854ea98dbd7c7ffccafa70
Source dataset
uspto-grants-2010_11
Patent number
US07842688B2

Reaction notes

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