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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1591153Generated: November 2, 2026

Spiro(1-indanon)-2,4'-(piperidine), N-benzoyl- → Spiro[indene-2,4'-piperidin]-1(3H)-one

https://huagongshe.com/reaction/1591153

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSpiro(1-indanon)-2,4'-(piperidine), N-benzoyl-HCID 680371—
SolventHydrochloric AcidHCID 313—
SolventEthanolHCID 702—
ProductSpiro[indene-2,4'-piperidin]-1(3H)-oneHCID 1908583077.4%

Reaction Steps

A solution of 3.66 g (12.0 mmoles) 1'-benzoyl-1,3-dihydro-1-oxospiro-[2H-indene-2,4'-piperidine] in 90 ml ethanol and 30 ml 6N hydrochloric acid was heated at reflux for 42 hours. An additional 10 ml 6N hydrochloric acid was added and the solution was heated at reflux for 6 hours. The cooled solution was concentrated in vacuo to remove ethanol and the resulting aqueous solution was washed with 2×20 ml ethyl acetate. The aqueous layer was made basic with 10N sodium hydroxide and extracted with 3×75 ml ethyl acetate. The extract was washed with 20 ml water and brine, dried, and the solvent was removed in vacuo to give 1.87 g (77%) product as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05206240
Source datasetuspto-grants-1993_04
ORD IDord-0533bac767bf4c618aba9a7c17542ca7
Source noteuspto-grants-1993_04