N-bromobutanimide → HCID 59715317, compound

HRID 2223323Notes

Reaction equation

HRID 2223323 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([Cl:14])[CH:9]=2)=[C:4]([CH3:15])[CH:3]=1.C1C(=O)N([Br:23])C(=O)C1>C(Cl)(Cl)(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([Cl:14])[CH:9]=2)=[C:4]([CH2:15][Br:23])[CH:3]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 59715291HCID 59715291, compound

Product 1

HCID 59715317HCID 59715317, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

The biphenyl (0.235 mg, 1.0 equiv) was dissolved in CCl4 (5 mL), NBS added, and the solution was irradiated until starting material was consumed. The mixture was allowed to cool to room temperature and then filtered through celite. The filtrate was concentrated and the residue purified by column chromatography (SiO2, hexane) to give the desired product (0.258 g, 60%).

Workup

  1. customthe solution was irradiated
  2. customwas consumed
  3. filtrationfiltered through celite
  4. concentrationThe filtrate was concentrated
  5. customthe residue purified by column chromatography (SiO2, hexane)

Sources & evidence

ORD record
ord-5cbdacb2eaea4c8f971d80b25f649534
Source dataset
uspto-grants-2008_05
Patent number
US07375125B2

Reaction notes

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