Réaction #1698236

ord-414dc2d4881d4e1091e5276df4aa6c33

Équation de réaction

COC(=O)c1ccccc1O
methyl salicylate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCCCC(Br)C(=O)OC
methyl 2-bromohexanoate
CCCCC(Oc1ccccc1C(=O)OC)C(=O)OC
Methyl 2-(1-methoxycarbonylpentoxy)benzoate

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    TempératureThe colourless suspension was heated
  2. 2
    Températureunder reflux
  3. 3
    Filtrationthe suspension was filtered
  4. 4
    Lavagethe residue was washed with acetone
  5. 5
    AutreConcentration of the filtrate in vacuo resulted in 27.8 g (99% of theory) of methyl 2-(1-methoxycarbonylpentoxy)benzoate as yellow oil

Mode opératoire

15.2 g of methyl salicylate and 18.0 g of potassium carbonate were introduced into 125 ml of acetonitrile in a 250 ml flask under an argon atmosphere and, at room temperature, 20.9 g of methyl 2-bromohexanoate were added. The colourless suspension was heated under reflux with stirring for 16 hours, and the progress of the reaction was checked by thin-layer chromatography. After cooling to room temperature, the suspension was filtered and the residue was washed with acetone. Concentration of the filtrate in vacuo resulted in 27.8 g (99% of theory) of methyl 2-(1-methoxycarbonylpentoxy)benzoate as yellow oil.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US06984741B2uspto-grants-2006_01