Benzoyl Peroxide → HCID 4534807, compound

HRID 1720869Notes

Reaction equation

HRID 1720869 reaction equation
[CH:1](=[C:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[CH:7]=[CH:6][C:5]2[CH:14]=[CH:15][CH:16]=[CH:17][C:4]1=2)[CH3:2].[Br:18]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:18][CH2:2][CH:1]=[C:3]1[C:4]2[CH:17]=[CH:16][CH:15]=[CH:14][C:5]=2[CH:6]=[CH:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]1=2

Participants

6

Reactant 4

HCID 7187Benzoyl PeroxideHCID 11439SuccinimideHCID 67184N-bromobutanimideHCID 22416519HCID 22416519, compound

Product 1

HCID 4534807HCID 4534807, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

To 2.8 g (12.8 mmol) of 5-ethylidene-5H-dibenzo [a,d]cycloheptene dissolved in 150 ml of carbon tetrachloride is added 1 equivalent of dry N-bromosuccinimide and a few milligrams of benzoylperoxide. The mixture is warmed and lightened with a 150 W lamp and after a few minutes the reaction is finished as indicated by succinimide floating at the surface. The mixture is cooled, filtered and evaporated to dryness. NMR indicates an almost quantitative yield. The compound is used as such, without further purification.

Workup

  1. temperatureThe mixture is warmed
  2. waitlightened with a 150 W lamp and after a few minutes
  3. temperatureThe mixture is cooled
  4. filtrationfiltered
  5. customevaporated to dryness
  6. customwithout further purification

Sources & evidence

ORD record
ord-d569bcbae6ad46f692169a707051c76e
Source dataset
uspto-grants-1996_04
Patent number
US05508280

Reaction notes

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