N-Bromosuccinamide → HCID 22003634, compound

HRID 324430Notes

Reaction equation

HRID 324430 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:9]2[N:13]([CH2:14][O:15][CH2:16][CH2:17][Si:18]([CH3:21])([CH3:20])[CH3:19])[C:12]([C:22]([F:25])([F:24])[F:23])=[N:11][N:10]=2)[CH:5]=[C:6]([CH3:8])[CH:7]=1.[Br:26]NC(=O)CCC(N)=O>C(OCC)(=O)C>[Br:26][CH2:1][C:2]1[CH:3]=[C:4]([C:9]2[N:13]([CH2:14][O:15][CH2:16][CH2:17][Si:18]([CH3:19])([CH3:20])[CH3:21])[C:12]([C:22]([F:24])([F:25])[F:23])=[N:11][N:10]=2)[CH:5]=[C:6]([CH3:8])[CH:7]=1

Participants

4

Reactant 2

HCID 9834204N-BromosuccinamideHCID 22003673HCID 22003673, compound

Product 1

HCID 22003634HCID 22003634, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The product from step (x) (2 g), N-bromosuccinamide (1 g) in dry ethyl acetate (25 ml) was irradiated at reflux with a 500 Watt halogen lamp for 1 h. The cooled reaction mixture was partitioned with dilute sodium bicarbonate solution. The organic layer collected, dried (MgSO4) and solvent removed by evaporation under reduced pressure. Yield:2.5 g The product was not purified but used directly in the next step.

Workup

  1. customThe cooled reaction mixture
  2. customwas partitioned with dilute sodium bicarbonate solution
  3. customThe organic layer collected
  4. dry with materialdried (MgSO4) and solvent
  5. customremoved by evaporation under reduced pressure
  6. customYield:2.5 g The product was not purified

Sources & evidence

ORD record
ord-032f6acc45864336a3f64dcf9e8f9b7f
Source dataset
uspto-grants-2001_04
Patent number
US06218376B1

Reaction notes

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