Benzoyl Peroxide → HCID 19866635, compound

HRID 1199444Notes

Reaction equation

HRID 1199444 reaction equation
[CH3:1][O:2][C:3]1[C:12]2[C:7](=[C:8]([CH3:13])[CH:9]=[CH:10][CH:11]=2)[N:6]=[CH:5][CH:4]=1.[Br:14]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:14][CH2:13][C:8]1[CH:9]=[CH:10][CH:11]=[C:12]2[C:7]=1[N:6]=[CH:5][CH:4]=[C:3]2[O:2][CH3:1]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 198667274-Methoxy-8-methylquinoline

Product 1

HCID 19866635HCID 19866635, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

4-Methoxy-8-methylquinoline (346 mg, 2 mmole), N-bromosuccinimide (365 mg, 2.05 mmole) and benzoyl peroxide (10 mg) in CCl4 (8 ml) were heated under reflux for 2.5 hours. The mixture was cooled and the succinimide was filtered off. The filtrate was washed with dilute aqueous NaHCO3 (1×) and water (1×), dried (Na2SO4) and evaporated to yield the sub-title compound as a pale yellow solid which was recrystallised from petroleum ether/cyclohexane to give colourless needles.

Workup

  1. temperatureunder reflux for 2.5 hours
  2. temperatureThe mixture was cooled
  3. filtrationthe succinimide was filtered off
  4. washThe filtrate was washed with dilute aqueous NaHCO3 (1×) and water (1×)
  5. dry with materialdried (Na2SO4)
  6. customevaporated

Sources & evidence

ORD record
ord-3156530f816343e38fedfaf84bcedc38
Source dataset
uspto-grants-1990_02
Patent number
US04900751

Reaction notes

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