3-Fluoroaniline → 2-bromo-N-(3-fluorophenyl)acetamide

HRID 2192314Notes

Reaction equation

HRID 2192314 reaction equation
C(=O)(O)[O-].[Na+].[F:6][C:7]1[CH:8]=[C:9]([CH:11]=[CH:12][CH:13]=1)[NH2:10].[Br:14][CH2:15][C:16](Br)=[O:17]>ClCCl>[Br:14][CH2:15][C:16]([NH:10][C:9]1[CH:11]=[CH:12][CH:13]=[C:7]([F:6])[CH:8]=1)=[O:17]

Participants

5

Reactant 3

HCID 97423-FluoroanilineHCID 61147Bromoacetyl bromideHCID 516892Sodium Bicarbonate

Product 1

HCID 34164032-bromo-N-(3-fluorophenyl)acetamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a suspension of sodium bicarbonate (1 g) and 3-fluoroaniline (0.46 g) in dichloromethane (100 mL) was added 2-bromoacetyl bromide (0.36 mL) by dropwise addition. After stirring overnight the reaction mixture was washed with water, dried with magnesium sulfate and evaporated to yield the sub-titled compound (1.07 g).

Workup

  1. additionby dropwise addition
  2. washwas washed with water
  3. dry with materialdried with magnesium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-81c3a17e62e7422c958b0b3b19d20946
Source dataset
uspto-grants-2012_12
Patent number
US08329729B2

Reaction notes

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