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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2047294Generated: October 30, 2026

4-(2-Tert-butoxycarbonyl-vinyl)-3,5-dimethyl-benzoic acid methyl ester → 4-(2-Tert-butoxycarbonyl-ethyl)-3,5-dimethyl-benzoic acid methyl ester

https://huagongshe.com/reaction/2047294

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(2-Tert-butoxycarbonyl-vinyl)-3,5-dimethyl-benzoic acid methyl esterHCID 66935460—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
SolventTetrahydrofuranHCID 8028—
Product4-(2-Tert-butoxycarbonyl-ethyl)-3,5-dimethyl-benzoic acid methyl esterHCID 6693617395.7%

Reaction Steps

To a solution of 4-(2-tert-butoxycarbonyl-vinyl)-3,5-dimethyl-benzoic acid methyl ester (11.2 g, 38.6 mmol) in ethanol (50 mL) and THF (50 mL), Pd/C (1.0 g, 10% Pd) is added. The mixture is stirred for 16 h at rt under 2.5 bar of H2. The catalyst is filtered off and the filtrate is concentrated and dried under HV to give 4-(2-tert-butoxycarbonyl-ethyl)-3,5-dimethyl-benzoic acid methyl ester (10.8 g) as a colourless oil; LC-MS: tR=1.08 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592460B2
Source datasetuspto-grants-2013_11
ORD IDord-a06c93bfbf464f17a7cd71e7771c6480
Source noteuspto-grants-2013_11