Réaction #955936

ord-d929dda514ab4656add4fc6247e39cd9

Équation de réaction

CCc1ccc(C(=O)OC)c(OC)c1
Methyl 4-ethyl-2-methoxybenzoate
CCc1ccc(C(=O)O)c(OC)c1
4-ethyl-2-methoxybenzoic acid
Rendement 97.0%

Réactifs

Aucun

Solvants

Conditions de réaction

Température
60°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    TempératureThe reaction mixture was cooled to rt
  2. 2
    Lavagewashed with hexanes
  3. 3
    AutreThe aqueous layer was then separated
  4. 4
    AutreA white precipitate was collected
  5. 5
    Lavagewashed with water
  6. 6
    Autredried

Mode opératoire

Methyl 4-ethyl-2-methoxybenzoate (example 18c) (2.01 g, 10.3 mmol) was suspended in 1M aq. NaOH (40 mL) and the mixture was stirred at 60° C. overnight. The reaction mixture was cooled to rt and washed with hexanes. The aqueous layer was then separated and acidified with 6N HCl to pH 2. A white precipitate was collected washed with water and dried to give 4-ethyl-2-methoxybenzoic acid (1.8 g, 97%) as a white solid. 1H NMR (300 MHz, dMSO): δ 1.16-1.20 (t, 3H), 2.60-2.65 (dd, 2H), 3.80 (s, 3H), 6.82-6.84 (d, 1H), 6.95 (s, 1H), 7.57-7.59 (d, 1H).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08968708B2uspto-grants-2015_03