Water → 2-bromo-N-(2-fluorophenyl)acetamide

HRID 2192346Notes

Reaction equation

HRID 2192346 reaction equation
[F:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].C(=O)([O-])[O-].[K+].[K+].[Br:15][CH2:16][C:17](Br)=[O:18].O>ClCCl>[Br:15][CH2:16][C:17]([NH:4][C:3]1[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=1[F:1])=[O:18]

Participants

6

Reactant 4

HCID 962WaterHCID 95842-FluoroanilineHCID 11430Potassium CarbonateHCID 61147Bromoacetyl bromide

Product 1

HCID 34147132-bromo-N-(2-fluorophenyl)acetamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 2-fluoroaniline (2 mL) and potassium carbonate (4.3 g) in dichloromethane to (50 mL) was added bromoacetyl bromide (3.6 mL). The reaction mixture was stirred for 4h then water was added and the phases separated. The organic layer was concentrated, the residue treated with ether and evaporated again to give the sub-titled compound (4.98 g) as a cream solid that was used without further purification.

Workup

  1. customthe phases separated
  2. concentrationThe organic layer was concentrated
  3. additionthe residue treated with ether
  4. customevaporated again

Sources & evidence

ORD record
ord-c6f39e5b943e4783aa68cb3f9ab219d5
Source dataset
uspto-grants-2012_12
Patent number
US08329729B2

Reaction notes

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