Chloroform → 2-Bromoacetamidopyridine

HRID 1459655Notes

Reaction equation

HRID 1459655 reaction equation
C(Cl)(Cl)Cl.[C:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1)(=[O:7])[CH3:6].C1C=C[NH+]=CC=1.[Br:20][Br-]Br>C1COCC1>[Br:20][CH2:6][C:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1)=[O:7]

Participants

4

Reactant 2

HCID 6212ChloroformHCID 142862-Acetylpyridine

Product 1

HCID 383842-Bromoacetamidopyridine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a 500 mL round bottomed flask with a stirring bar and an argon inlet is added CHCl3 (200 mL), THF (100 mL), 2-acetyl pyridine (8.57 mL, 76.46 mmol), and pyridinium bromide perbromide (26.85 g, 84.11 mmol). This solution is stirred at ambient temperature for 24 hours. The reaction mixture is washed with aqueous HCl, H2O, brine and dried (MgSO4). The solvent is evaporated in vacuo to afford the title compound which was used immediately in the next step.

Workup

  1. washThe reaction mixture is washed with aqueous HCl, H2O, brine
  2. dry with materialdried (MgSO4)
  3. customThe solvent is evaporated in vacuo

Sources & evidence

ORD record
ord-f075bc0dc0984b65a9824a98eb027b54
Source dataset
uspto-grants-1998_12
Patent number
US05854265

Reaction notes

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