Potassium Carbonate → HCID 89995732, compound

HRID 1480880Notes

Reaction equation

HRID 1480880 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][N:5]1[CH:9]=[CH:8][N:7]=[C:6]1[CH3:10].C(=O)([O-])[O-].[K+].[K+].C1C(=O)N([Br:24])C(=O)C1>C1COCC1.CCOC(C)=O.O>[Br:24][C:9]1[N:5]([CH2:4][CH2:3][O:2][CH3:1])[C:6]([CH3:10])=[N:7][CH:8]=1

Participants

7

Reactant 3

HCID 11430Potassium CarbonateHCID 67184N-bromobutanimideHCID 22928248HCID 22928248, compound

Product 1

HCID 89995732HCID 89995732, compoundYield 67.3%

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 1-(2-methoxyethyl)-2-methyl-1H-imidazole (Preparation 210, 0.5 g, 3.57 mmol) in THF (6.5 ml) was added potassium carbonate (0.1 g, 0.713 mmol) and NBS (0.6 g, 3.39 mmol). The reaction mixture was stirred at r.t for 18 hrs. The reaction mixture was diluted with EtOAc (30 ml) and water (30 ml). The aqueous layer was re-extracted with EtOAc (30 ml). The combined organic layers were washed with brine (30 ml), dried (MgSO4) and concentrated in vacuo to afford the title compound (500 mg, 64%).

Workup

  1. extractionThe aqueous layer was re-extracted with EtOAc (30 ml)
  2. washThe combined organic layers were washed with brine (30 ml)
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-5019800efeca4e7b80203a2c522f3888
Source dataset
uspto-grants-2016_08
Patent number
US09409907B2

Reaction notes

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