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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 261494Generated: November 2, 2026

Diethyl Ether → 3H-Spiro(1-benzofuran-2,4'-piperidine)

https://huagongshe.com/reaction/261494

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant1'-(Phenylmethyl)spiro[benzofuran-2(3H),4'-piperidine]HCID 12733227—
Reactant2,3-Dihydro-1'-benzylspiro[benzofuran-2,4'-piperidine]hydrochlorideHCID 20477814—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventIsopropanolHCID 3776—
Product3H-Spiro(1-benzofuran-2,4'-piperidine)HCID 12733230—

Reaction Steps

A solution of 5.3 g of 2,3-dihydro-1'-benzylspiro[benzofuran-2,4'-piperidine], free base of Example 1, in 250 ml of isopropyl alcohol is hydrogenated in a Paar shaker, 50 psig, 65°-70° C., with 1 g of a 10% palladium/carbon catalyst until the uptake of hydrogen is completed. Thereafter, the solution is successively permitted to cool to ambient temperature, filtered and concentrated to dryness, leaving a white solid. The solid is dissolved in a benzene-ether mixture, the solution is filtered through celite and then concentrated again, providing a white solid which, upon trituration with ether, provides the product, 2,3-dihydrospiro[benzofuran-2,4'-piperidine], mp 56°-58.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04166119
Source datasetuspto-grants-1979_08
ORD IDord-4165a27a1aa44a5cb729353c62af55a4
Source noteuspto-grants-1979_08