N-bromobutanimide → HCID 19742142, compound

HRID 1645807Notes

Reaction equation

HRID 1645807 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([C:15](=[O:22])[C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:11][CH:10]=2)=[CH:5][CH:4]=1)[CH3:2].[Br:23]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.C(#N)N(C)C>[Br:23][CH:1]([C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:14]=[CH:13][C:12]([C:15](=[O:22])[C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:11][CH:10]=2)=[CH:7][CH:8]=1)[CH3:2]

Participants

5

Reactant 2

HCID 67184N-bromobutanimideHCID 19742146HCID 19742146, compound

Product 1

HCID 19742142HCID 19742142, compoundYield 85.4%

Reagents, catalysts & solvents 2

HCID 15112DimethylcyanamideCatalystHCID 5943Carbon TetrachlorideSolvent

Procedure

19 g of 4'-ethyl-4-benzoyl-biphenyl, 12.4 g of N-bromosuccinimide and 0.12 g of azaisobutyronitrile in 400 mL of carbon tetrachloride were heated to boiling under reflux for 1.5 hours. After filtering off the precipitated material the solution was evaporated and the residue was recrystallized from cyclohexane. There were obtained 20.7 g (85%) of 4'-(1-bromo-ethyl)-4-benzoylbiphenyl as a colorless solid with a m.p. of 132°-134° C.

Workup

  1. temperatureunder reflux for 1.5 hours
  2. filtrationAfter filtering off the precipitated material the solution
  3. customwas evaporated
  4. customthe residue was recrystallized from cyclohexane

Sources & evidence

ORD record
ord-bef4dd2fe6fb4e2280d1c55f7e49dd60
Source dataset
uspto-grants-1993_01
Patent number
US05177067

Reaction notes

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