Water → 2-Bromo-N-phenylacetamide

HRID 2192342Notes

Reaction equation

HRID 2192342 reaction equation
[Br:1][CH2:2][C:3](Br)=[O:4].C(=O)([O-])[O-].[K+].[K+].[NH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.O>ClCCl>[Br:1][CH2:2][C:3]([NH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:4]

Participants

6

Reactant 4

HCID 962WaterHCID 6115AnilineHCID 11430Potassium CarbonateHCID 61147Bromoacetyl bromide

Product 1

HCID 948182-Bromo-N-phenylacetamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of bromoacetyl bromide (9.6 mL) and potassium carbonate (11.4 g) in dichloromethane (100 mL) was added aniline (5 mL) dropwise over 15-20 mins causing the reaction mixture to get warm and a white precipitate to form. After 4.5 h the reaction mixture was poured into water, shaken for several minutes and then the phases were separated. The organic layer was washed with water and concentrated to a smaller volume resulting in precipitation of a solid that was filtered off to give the sub-titled compound (970 mg) as a white solid.

Workup

  1. customto get
  2. temperaturewarm
  3. customa white precipitate to form
  4. customthe phases were separated
  5. washThe organic layer was washed with water
  6. concentrationconcentrated to a smaller volume
  7. customresulting in precipitation of a solid
  8. filtrationthat was filtered off

Sources & evidence

ORD record
ord-b718bbe53f4b433892b3f6a71cdeb4aa
Source dataset
uspto-grants-2012_12
Patent number
US08329729B2

Reaction notes

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