Réaction #82227

ord-2031b461fb474e2485dbe138cd102dc3

Équation de réaction

CC(=O)c1cc(Br)ccc1O
2-acetyl-4-bromophenol
CCOC(=O)CBr
ethyl bromoacetate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCOC(=O)COc1ccc(Br)cc1C(C)=O
ethyl (2-acetyl-4-bromophenyl)oxyacetate
Rendement 90.2%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreInsoluble materials were removed by filtration
  2. 2
    Concentrationthe resulting filtrate was concentrated
  3. 3
    Autredried
  4. 4
    AutreThe residue thus obtained
  5. 5
    Lavagewashed with water
  6. 6
    Autredried
  7. 7
    Autreto remove the solvent
  8. 8
    LavageThe thus treated residue was washed with a mixed solvent system of ethanol and n-hexane
  9. 9
    Autreto isolate insoluble crystals
  10. 10
    Filtrationby filtration

Mode opératoire

13.31 g of 2-acetyl-4-bromophenol, 11.0 g of ethyl bromoacetate and 9.7 g of anhydrous potassium carbonate were refluxed under heating in 70 ml of acetone for 2 hours. Insoluble materials were removed by filtration, and the resulting filtrate was concentrated and dried. The residue thus obtained was dissolved in chloroform, washed with water, and then dried to remove the solvent. The thus treated residue was washed with a mixed solvent system of ethanol and n-hexane to isolate insoluble crystals by filtration. In this way, 16.82 g of ethyl (2-acetyl-4-bromophenyl)oxyacetate was obtained in the form of colorless plate crystals.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05620991uspto-grants-1997_04