Ethyl Acetate → HCID 18437837, compound

HRID 1643232Notes

Reaction equation

HRID 1643232 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-0a29c6da924c4d1c8005b62fcdd49eb6
Source dataset
uspto-grants-2012_02
Patent number
US08119665B2

Reaction notes

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