Hydrochloric Acid → Benzeneacetic acid, alpha-ethyl-, methyl ester

HRID 494600

Reaktionsgleichung

Reaktionsgleichung von HRID 494600
[C:1]1([CH:7]([CH2:11][CH3:12])[C:8]([OH:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[CH3:14]O>>[C:1]1([CH:7]([CH2:11][CH3:12])[C:8]([O:10][CH3:14])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

4

Edukt 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 70122-Phenylbutyric Acid

Produkt 1

HCID 102780Benzeneacetic acid, alpha-ethyl-, methyl ester

Versuchsvorschrift

2-Phenylbutyric acid (10 g, 61 mmole) was dissolved in methanol (30 ml) treated with concentrated HCl (1 ml) and heated at reflux for 20 hours. The heating was stopped and the reaction mixture cooled to room temperature. The solvent was removed in vacuo and the oily residue was treated with ethyl acetate (100 ml). The organic layer was washed with saturated sodium bicarbonate solution and saturated sodium chloride solution, dried (Na2SO4), filtered and concentrated in vacuo to give the title compound as a clear oil. Yield 10.61 g (97%). 1H NMR (300 MHz, DMSO-d6): δ ppm 0.81 (t, J=7.35 Hz, 3H) 1.69 (m, 1H) 1.98 (m, 1H) 3.53 (d, J=7.35 Hz, 1H) 3.58 (s, 3H) 7.30 (m, 5H).

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux for 20 hours
  3. customThe solvent was removed in vacuo
  4. additionthe oily residue was treated with ethyl acetate (100 ml)
  5. washThe organic layer was washed with saturated sodium bicarbonate solution and saturated sodium chloride solution
  6. dry with materialdried (Na2SO4)
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-839125d2cbb44722ad98420b53950150
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07538105B2

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