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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 11381Generated: October 25, 2026

(z)-2-Ethoxy-3-(1h-indol-4-yl)-acrylic acid ethyl ester → Rac-2-ethoxy-3-(1h-indol-4-yl)-propionic acid ethyl ester

https://huagongshe.com/reaction/11381

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(z)-2-Ethoxy-3-(1h-indol-4-yl)-acrylic acid ethyl esterHCID 69280560—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
ProductRac-2-ethoxy-3-(1h-indol-4-yl)-propionic acid ethyl esterHCID 6927987981.2%

Reaction Steps

A suspension of 15.0 g of (Z)-2-ethoxy-3-(1H-indol-4-yl)-acrylic acid ethyl ester in 250 ml of EtOH and 3.08 g of Pd/C (10%) was hydrogenated at 22° C. for 2 h, after which time hydrogen uptake ceased. The suspension was filtered, the filtrate evaporated and the residue chromatographed on silica gel (eluent: gradient of hexane and ethyl acetate) to give 12.28 g of the title compound as a light brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07098228B2
Source datasetuspto-grants-2006_08
ORD IDord-721817e573834a32927246bb40fe9b53
Source noteuspto-grants-2006_08