Methanol → Benzoic acid, 3-ethyl-

HRID 273113

Reaktionsgleichung

Reaktionsgleichung von HRID 273113
[OH-:1].[Na+].[C:3]([C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=1)[C:9]#N)(=[O:5])C.[CH3:14]O>>[CH2:9]([C:8]1[CH:7]=[C:6]([CH:13]=[CH:12][CH:11]=1)[C:3]([OH:5])=[O:1])[CH3:14]

Komponenten

4

Edukt 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 802223-Acetylbenzonitrile

Produkt 1

HCID 96207Benzoic acid, 3-ethyl-

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

6M Sodium hydroxide (25 mL) was added to 3-acetylbenzonitrile (850 mg, 5.82 mmol) in methanol (25 mL) and then heated at 90° C. overnight. After concentrating the reaction mixture, the aqueous layer was washed with dichloromethane (2×), then acidified pH˜3 with 12M HCl. The precipitate was extracted with ethyl acetate then washed with water and saturated brine, dried over anhydrous sodium sulfate filtered and concentrated to afford 3-ethylbenzoic acid as a colorless oil; 0.800 g (92%). 1H NMR (CDCl3) δ (ppm): 8.70 (s, 2H), 8.33 (d, 2H), 8.24 (d, 2H), 7.64 (t, 1H), 2.70 (s, 3H).

Aufarbeitung

  1. concentrationAfter concentrating the reaction mixture
  2. washthe aqueous layer was washed with dichloromethane (2×)
  3. extractionThe precipitate was extracted with ethyl acetate
  4. washthen washed with water and saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-f1bf1501feb8487385fce92e8cb8483d
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07456200B2

Verknüpfte Notizen

Wird geladen…