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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2065935Generated: November 1, 2026

(2S,3aR,7aS)-Ethyl 1-((S)-1-phenylethyl)octahydro-1H-indole-2-carboxylate → (2S,3aR,7aS)-Ethyl octahydro-1H-indole-2-carboxylate

https://huagongshe.com/reaction/2065935

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S,3aR,7aS)-Ethyl 1-((S)-1-phenylethyl)octahydro-1H-indole-2-carboxylateHCID 53236027—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product(2S,3aR,7aS)-Ethyl octahydro-1H-indole-2-carboxylateHCID 33789390109.2%

Reaction Conditions

Temperature60 °C

Reaction Steps

5% palladium on carbon (0.27 g) was added to a solution of (2S,3aR,7aS)-ethyl 1-((S)-1-phenylethyl)octahydro-1H-indole-2-carboxylate (15) (2.7 g) in ethanol (20 mL) and the mixture was heated at 60° C. under hydrogen (14.5 psi) atmosphere for NLT 3 hours. The catalyst was filtered and washed with fresh ethanol (15 mL). The combined filtrate was concentrated under vacuum to afford 1.93 g of (2S,3aR,7aS)-Ethyl octahydro-1H-indole-2-carboxylate (16) as a viscous oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288565B2
Source datasetuspto-grants-2012_10
ORD IDord-7376d6d4730b49cf9d3bf46be26959e4
Source noteuspto-grants-2012_10