Réaction #706328

ord-bbc4ee2b7f334308b9315ca632cfd675

Équation de réaction

C=CCBr
allyl bromide
CCOC(=O)c1ccccc1O
ethyl salicylate
O=C([O-])[O-].[K+].[K+]
K2CO3
C=CCOc1ccccc1C(=O)OCC
ethyl 2-(2-propenyloxy)benzoate
Rendement 98.3%

Réactifs

Aucun

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    TempératureThe reaction mixture was then heated on a steam bath for 2 hours
  2. 2
    Autrethe K2CO3 was removed by filtration
  3. 3
    workup.ADDITIONthe reaction mixture was poured into water
  4. 4
    Extractionextracted with ethyl acetate (3×300 ml)
  5. 5
    LavageThe organic layer was washed with brine
  6. 6
    Séchagedried over MgSO4
  7. 7
    Autrethe solvent was removed

Mode opératoire

To a solution of ethyl salicylate (100 g, 0.602 mol) in DMF (400 ml) was added K2CO3 (150 g), followed by the dropwise addition of allyl bromide (87.5 g, 0.723 mol). The reaction mixture was then heated on a steam bath for 2 hours, the K2CO3 was removed by filtration and the reaction mixture was poured into water and extracted with ethyl acetate (3×300 ml). The organic layer was washed with brine, and dried over MgSO4, and the solvent was removed to afford 122 g (98%) of ethyl 2-(2-propenyloxy)benzoate.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05958929uspto-grants-1999_09