Potassium Carbonate → HCID 89995732, compound

HRID 523103Notes

Reaction equation

HRID 523103 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+].[Br:17]N1C(=O)CCC1=O>C1COCC1.[Cl-].[Na+].O>[Br:17][C:9]1[N:5]([CH2:4][CH2:3][O:2][CH3:1])[C:6]([CH3:10])=[N:7][CH:8]=1

Participants

6

Reactant 3

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

Product 1

HCID 89995732HCID 89995732, compoundYield 27.3%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

To a solution of 1-(2-methoxyethyl)-2-methyl-1H-imidazole (Preparation 146, 604 mg, 4.31 mmol) in THF (8 mL), K2CO3 (119 mg, 0.86 mmol) was added and followed by N-Bromosuccinimide (652 mg, 3.66 mmol). The suspension was stirred at room temperature for 16 hours, diluted with brine and extracted with EtOAc. The organic layer was collected and concentrated in vacuo to afford the title compound as a yellow oil (219 mg, 26%) that was used directly in the next reaction.

Workup

  1. extractionextracted with EtOAc
  2. customThe organic layer was collected
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e8d2384c9d2e479083aa895c9e8a8f11
Source dataset
uspto-grants-2016_05
Patent number
US09334286B2

Reaction notes

Loading…