Bromine → HCID 23000981, compound

HRID 397734Notes

Reaction equation

HRID 397734 reaction equation
[CH3:1][N:2]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:3](=[O:8])[CH2:4][C:5](=[O:7])[CH3:6].[Br:15]Br>C(Cl)(Cl)(Cl)Cl>[Br:15][CH2:6][C:5](=[O:7])[CH2:4][C:3]([N:2]([CH3:1])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:8]

Participants

4

Reactant 2

HCID 24408BromineHCID 75751N-Methyl-3-oxo-N-phenylbutyramide

Product 1

HCID 23000981HCID 23000981, compoundYield 28%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

To a solution of N-methyl-3-oxo-N-phenylbutanamide (26.0 g, 0.136 mol) in carbon tetrachloride (200 ml) was added bromine (24.05 g, 0.15 mol) dropwise over 30 min, and the mixture was heated under reflux for 5 min. After allowing to cool to room temperature, the reaction mixture was concentrated in vacuo, triturated with diethyl ether and filtered to afford the title compound as a white solid (10.3 g, 28%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 5 min
  3. concentrationthe reaction mixture was concentrated in vacuo
  4. customtriturated with diethyl ether
  5. filtrationfiltered

Sources & evidence

ORD record
ord-159375c471b14d32828d70b677e164b1
Source dataset
uspto-grants-2003_08
Patent number
US06610711B2

Reaction notes

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