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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 49056Generated: October 30, 2026

5-(2-tert-butoxycarbonyl-vinyl)-1H-indole-2-carboxylic acid ethyl ester → 5-(2-tert-butoxycarbonyl-ethyl)-1H-indole-2-carboxylic acid ethyl ester

https://huagongshe.com/reaction/49056

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(2-tert-butoxycarbonyl-vinyl)-1H-indole-2-carboxylic acid ethyl esterHCID 69587126—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
Product5-(2-tert-butoxycarbonyl-ethyl)-1H-indole-2-carboxylic acid ethyl esterHCID 69587136100.8%

Reaction Steps

A solution of 5-(2-tert-butoxycarbonyl-vinyl)-1H-indole-2-carboxylic acid ethyl ester (1.6 g, 5 mmol) in ethyl acetate (40 mL) and methanol (80 mL) was hydrogenated over 5% palladium on carbon (0.2 g) at room temperature for overnight. The catalyst was filtered off and the filtrate was concentrated to give 1.6 g (99%) of 5-(2-tert-butoxycarbonyl-ethyl)-1H-indole-2-carboxylic acid ethyl ester as a white solid. The solid was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06706709B2
Source datasetuspto-grants-2004_03
ORD IDord-1a7d1f4f8d2a4f71924842c51bb55542
Source noteuspto-grants-2004_03