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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 129709Erstellt: 24. Oktober 2026

Methyl 2-(2-(benzyloxy)phenyl)-3-methoxyacrylate → Methyl (2E)-2-(2-hydroxyphenyl)-3-methoxyprop-2-enoate

https://huagongshe.com/de/reaction/129709

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl 2-(2-(benzyloxy)phenyl)-3-methoxyacrylateHCID 838698—
EduktHCID 178418361HCID 178418361—
KatalysatorPalladiumHCID 23938—
LösungsmittelEthyl AcetateHCID 8857—
ProduktMethyl (2E)-2-(2-hydroxyphenyl)-3-methoxyprop-2-enoateHCID 1432625299%

Reaktionsschritte

(E)-Methyl 2-(2'-benzyloxyphenyl)-3-methoxyacrylate (5.44 g) was dissolved in ethyl acetate (50 ml) and 5% palladium on carbon (0.25 g) was added. The stirred mixture was hydrogenated at three atmospheres pressure, with stirring, until no more hydrogen was taken up, then filtered through celite and silica gel (50 g, Merck 60). Concentration of the filtrate under reduced pressure afforded (E)-methyl 2-(2'-hydroxyphenyl)-3-methoxyacrylate as a white crystalline solid (3.76 g; 99% yield), mp. 125°-126° C.: infrared max. (nujol mull): 3400, 1670 cm-1 ; 1H NMR (270 MHz): delta 3.80 (3H, s), 3.90 (3H, s), 6.20 (1H,s), 6.80-7.00 (2H,m), 7.10-7.30 (2H,m), 7.60 (1H, s) ppm.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05470819
Quelldatensatzuspto-grants-1995_11
ORD IDord-586e10fd693d4b3d9c8fdbafdcca1986
Quellennotizuspto-grants-1995_11