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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 23476Generated: October 29, 2026

6-tert-Butyl indole-1-carboxylic acid tert-butyl ester → 1h-Indole-1-carboxylic acid,6-(1,1-dimethylethyl)-2,3-dihydro-,1,1-dimethylethyl ester

https://huagongshe.com/reaction/23476

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-tert-Butyl indole-1-carboxylic acid tert-butyl esterHCID 53922166—
CatalystPalladiumHCID 23938—
SolventAcetic AcidHCID 176—
Product1h-Indole-1-carboxylic acid,6-(1,1-dimethylethyl)-2,3-dihydro-,1,1-dimethylethyl esterHCID 54092959—

Reaction Steps

6-tert-Butyl indole-1-carboxylic acid tert-butyl ester (prepared in Example GG; 13.0 g, 48 mmol) was taken up in 500 mL of AcOH. 20% Pd/C (2 g) was added, and the mixture was shaken under a hydrogen atmosphere of 50 psi. The catalyst was filtered, and the filtrate was concentrated. The residue was dissolved in EtOAc, washed with saturated NaHCO3 solution and brine, and dried (MgSO4). Concentration gave the title compound which was used without purification in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06852711B2
Source datasetuspto-grants-2005_02
ORD IDord-9372e7875eea4795987b139370fd18aa
Source noteuspto-grants-2005_02