Potassium Carbonate → 1-(2-Bromoacetyl)-2,2-dimethyl-4-imidazolidinone

HRID 256351Notes

Reaction equation

HRID 256351 reaction equation
[CH3:1][C:2]1([CH3:8])[NH:6][C:5](=[O:7])[CH2:4][NH:3]1.C(=O)([O-])[O-].[K+].[K+].[Br:15][CH2:16][C:17](Br)=[O:18]>O>[Br:15][CH2:16][C:17]([N:3]1[CH2:4][C:5](=[O:7])[NH:6][C:2]1([CH3:8])[CH3:1])=[O:18]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 61147Bromoacetyl bromideHCID 21279295HCID 21279295, compound

Product 1

HCID 201637141-(2-Bromoacetyl)-2,2-dimethyl-4-imidazolidinone

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

(1) To an ice-cold stirred solution of 2,2-dimethyl-4-imidazolidinone (7 g) and potassium carbonate (12.8 g) in water (80 ml), bromoacetyl bromide (5.4 ml) was added dropwise. The reaction mixture was stirred at the same temperature for 1 hour, then at room temperature for 2 hours. The obtained suspension was extracted three times with ethyl acetate and the organic phase was washed with 3% hydrochloric acid, dried and evaporated under reduced pressure to give a residue which was crystallized from xylene to afford 1-(2-bromoacetyl)-2,2-dimethyl-4-imidazolidinone as a white crystalline powder, m.p. 137°-138° C.

Workup

  1. waitat room temperature for 2 hours
  2. extractionThe obtained suspension was extracted three times with ethyl acetate
  3. washthe organic phase was washed with 3% hydrochloric acid
  4. customdried
  5. customevaporated under reduced pressure
  6. customto give a residue which
  7. customwas crystallized from xylene

Sources & evidence

ORD record
ord-fa73bf447e594622a854af7e0d0843ed
Source dataset
uspto-grants-1987_10
Patent number
US04703054

Reaction notes

Loading…