Réaction #6410

ord-4871f52327694f1cbe2e0f27dd59dbfe

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autrewas removed out
  2. 2
    LavageSubsequently, the reaction solution was washed with water
  3. 3
    Autreto remove sulfuric acid out
  4. 4
    AutreAfter the resulting solution was dried
  5. 5
    Concentrationconcentrated
  6. 6
    Autrethe concentrate was purified by column chromatography

Mode opératoire

4.0 g of p-hydroxybenzoic acid and 12.5 g of (S)-(-)-2-methylbutanol were refluxed for 6 hours in toluene in the presence of sulfuric acid, while the generated water was removed out. Subsequently, the reaction solution was washed with water to remove sulfuric acid out. After the resulting solution was dried and concentrated, the concentrate was purified by column chromatography to obtain 5.0 g of the objective ester compound (liquid state at room temperature, [α]D23 =+4.9° (CHCl3)). (Yield: 83%)

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05248446uspto-grants-1993_09