Benzoyl Peroxide → HCID 21931910, compound

HRID 500584Notes

Reaction equation

HRID 500584 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]2[C:6]3[C:12]([CH3:13])=[CH:11][CH:10]=[CH:9][C:7]=3[O:8][C:4]=2[CH:3]=1.[Br:16]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>ClC(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:15]=[CH:14][C:5]2[C:6]3[C:12]([CH2:13][Br:16])=[CH:11][CH:10]=[CH:9][C:7]=3[O:8][C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 21931920HCID 21931920, compound

Product 1

HCID 21931910HCID 21931910, compoundYield 71.6%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 7-chloro-1-methyl-dibenzofuran (6.27 g, 29.1 mmol), N-bromosuccinimide (5.4 g, 30.3 mmole) and dibenzoyl peroxide (0.82 g, 3.4 mmole) in tetrachlorocarbon (100 mL) was heated at reflux for 3 hours, and then concentrated to about 50 mL. The resulting suspension was filtered, rinsed by CCl4. The solid was dissolved in CH2Cl2, washed by water, dried over Na2SO4, evaporated to give 6.16 g of beige solid.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 3 hours
  3. concentrationconcentrated to about 50 mL
  4. filtrationThe resulting suspension was filtered
  5. washrinsed by CCl4
  6. dissolutionThe solid was dissolved in CH2Cl2
  7. washwashed by water
  8. dry with materialdried over Na2SO4
  9. customevaporated

Sources & evidence

ORD record
ord-705aac10b3b0418cb425831a9cf52f7d
Source dataset
uspto-grants-2010_08
Patent number
US07772237B2

Reaction notes

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