Benzoyl Peroxide → (7-Bromo-quinolin-2-yl)methylbromide
Reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([CH3:12])=[N:9]2)=[CH:4][CH:3]=1.[Br:13]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([CH2:12][Br:13])=[N:9]2)=[CH:4][CH:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 220 g 7-bromoquinaldine, 180 g N-bromosuccinimide and 1 g dibenzoylperoxide in CCl4 (1 L) was illuminated with a 275 W sun lamp at reflux for 12 hours. The reaction mixture was cooled and directly chromatographed on 2 kg silica gel. Elution with toluene afforded the title compound which was used as is for the next step.
Workup
- customwas illuminated with a 275 W sun lamp
- temperatureat reflux for 12 hours
- temperatureThe reaction mixture was cooled
- customdirectly chromatographed on 2 kg silica gel
- washElution with toluene
Sources & evidence
- ORD record
- ord-ca978d4c001a4ffc80af50722d6f7f92
- Source dataset
- uspto-grants-1990_10
- Patent number
- US04962203
Reaction notes
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