Ethanol → Ethyl 3-(2,3-dimethoxyphenyl)propanoate

HRID 343827

Reaktionsgleichung

Reaktionsgleichung von HRID 343827
[CH3:1][O:2][C:3]1[C:13]([O:14][CH3:15])=[CH:12][CH:11]=[CH:10][C:4]=1[CH:5]=[CH:6][C:7]([OH:9])=[O:8].[CH3:16][CH2:17]O>C(Cl)(Cl)Cl.[Pd]>[CH2:16]([O:8][C:7](=[O:9])[CH2:6][CH2:5][C:4]1[CH:10]=[CH:11][CH:12]=[C:13]([O:14][CH3:15])[C:3]=1[O:2][CH3:1])[CH3:17]

Komponenten

5

Edukt 2

HCID 702EthanolHCID 995252,3-Dimethoxycinnamic acid

Produkt 1

HCID 3364981Ethyl 3-(2,3-dimethoxyphenyl)propanoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 6212ChloroformLösungsmittel

Versuchsvorschrift

A mixture of (20 g, 0.0961 mole) of 2,3-dimethoxycinnannic acid in 120 mL of CHCl3 and 200 mL of EtOH was hydrogenated at 30 psig in the presence of 2.0 g of 10% Pd/C catalyst to form ethyl-3-(2,3-dimethoxy-phenyl)propionate (hereinafter, "Compound 1"). The catalyst was removed by filtration and the filtrate was evaporated under reduced pressure. The residue was distillated under reduced pressure to give 22 g (96% yield) of liquid with a boiling point of 143° C./1.15 mmHg. Elemental analysis gave C13H18O4 (C,H,N).

Quellen und Nachweise

ORD-Eintrag
ord-9045d62888af469b8b63896a6aa4f7ef
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05863928

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