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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 479210Generated: October 29, 2026

(Z)-3-(4-benzyloxy-2-methyl-phenyl)-2-ethoxy-acrylic acid ethyl ester → [Rac]-2-ethoxy-3-(4-hydroxy-2-methyl-phenyl)-propionic acid ethyl ester

https://huagongshe.com/reaction/479210

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Z)-3-(4-benzyloxy-2-methyl-phenyl)-2-ethoxy-acrylic acid ethyl esterHCID 68617018—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product[Rac]-2-ethoxy-3-(4-hydroxy-2-methyl-phenyl)-propionic acid ethyl esterHCID 5779249082.8%

Reaction Steps

A solution of 3-(4-benzyloxy-2-methyl-phenyl)-2Z-ethoxy-acrylic acid ethyl ester (1 g, 2.9 mmol) in ethanol (50 ml) was hydrogenated over 10% palladium on charcoal (250 mg) at ambient temperature for 2 h. The catalyst was filtered off and the solvent evaporated under reduced pressure to give 600 mg (2.4 mmol, 81%) of the title compound as yellow liquid which was used in the next stage without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06642389B2
Source datasetuspto-grants-2003_11
ORD IDord-9b0496e7b61f4edb8b229a6d19c820b2
Source noteuspto-grants-2003_11