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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1872834Generated: November 1, 2026

Tetrahydrofuran ethanol → 3-(1,4-Dioxa-spiro[4,5]dec-8-yl)-5-cyano-1-methyl-indole

https://huagongshe.com/reaction/1872834

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuran ethanolHCID 21873804—
Reactant4-(5-Cyano-1-methyl-3-indolyl)-cyclohex-3-enHCID 70106464—
CatalystPalladiumHCID 23938—
Product3-(1,4-Dioxa-spiro[4,5]dec-8-yl)-5-cyano-1-methyl-indoleHCID 18414077—

Reaction Steps

A mixture of 4-(5-cyano-1-methyl-3-indolyl)-cyclohex-3-en-isomer ethylene ketal (3.77 g) and 10% palladium on carbon (0.99 g) in ethanol-tetrahydrofuran (200:80 ml) was hydrogenated for 5 hours. The catalyst was filtered off and the solvent was removed under vacuum to afford a white powder which was washed with ethanol-hexanes (1:1) and dried under vacuum for 4 hours (2.75 g): mp 170-172° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06110956
Source datasetuspto-grants-2000_08
ORD IDord-adf6d0e2ba8642c6ad79d15608e20312
Source noteuspto-grants-2000_08