Ethyl Acetate → HCID 18437837, compound

HRID 457400Notes

Reaction equation

HRID 457400 reaction equation
COC([C:5]1[N:9]([Cl:10])[C:8]([Cl:11])=[CH:7][N:6]=1)C.C1C(=O)N([Br:19])C(=O)C1.[C:20]([O:23][CH2:24]C)(=O)[CH3:21]>C(#N)C>[Br:19][C:5]1[N:9]([Cl:10])[C:8]([Cl:11])=[C:7]([CH:20]([O:23][CH3:24])[CH3:21])[N:6]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 67184N-bromobutanimideHCID 18437798HCID 18437798, compound

Product 1

HCID 18437837HCID 18437837, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 1-methoxyethyl-3,4-dichloroimidazole (1.95 g, 10 mmol) in acetonitrile (50 mL) is added NBS (1.86 g, 1.05 mmol) at room temperature in portions. The reaction mixture is stirred at rt for 30 min. Ethyl acetate (100 mL) is added and washed with water, brine, dried over MgSO4, filtered and evaporated in vacuo to dryness. The crude product is purified by flash chromatography (hexane/ethyl acetate 100/5) to obtain 2-bromo-1-methoxyethyl-3,4-dichloroimidazole.

Workup

  1. washwashed with water, brine
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. customevaporated in vacuo to dryness
  5. customThe crude product is purified by flash chromatography (hexane/ethyl acetate 100/5)

Sources & evidence

ORD record
ord-894559eed6bf488aafdaef0fab8c76fa
Source dataset
uspto-grants-2007_03
Patent number
US07186734B2

Reaction notes

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