Benzoyl Peroxide → HCID 19002898, compound

HRID 2259502Notes

Reaction equation

HRID 2259502 reaction equation
[Cl:1][C:2]1[S:10][C:9]2[C:4](=[N:5][C:6]([CH3:11])=[CH:7][CH:8]=2)[CH:3]=1.[Br:12]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:12][CH2:11][C:6]1[N:5]=[C:4]2[CH:3]=[C:2]([Cl:1])[S:10][C:9]2=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 19002844HCID 19002844, compound

Product 1

HCID 19002898HCID 19002898, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of the product of Step 1 (0.371 g, 2.0 mmol), N-bromosuccinimide (0.396 g, 2.2 mmol), and benzoyl peroxide in 10 mL of carbon tetrachloride was refluxed under a sun lamp for 1 hr. After cooling to room temperature, the solvent was removed and the title bromide was purified by flash chromatography on silica (eluted with 5% EtOAc in hexane) to yield 0.284 g (46%).

Workup

  1. temperaturewas refluxed under a sun lamp for 1 hr
  2. customthe solvent was removed
  3. customthe title bromide was purified by flash chromatography on silica (eluted with 5% EtOAc in hexane)
  4. customto yield 0.284 g (46%)

Sources & evidence

ORD record
ord-caf4bfdea68244a88f67c1e914c0ee02
Source dataset
uspto-grants-1995_12
Patent number
US05472964

Reaction notes

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