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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2040890Generated: November 1, 2026

8-Methylenespiro[4.5]decane → 3-[(3-Methylphenyl)ethynyl]-1-oxa-2-azadispiro[4.2.4.2]tetradec-2-ene

https://huagongshe.com/reaction/2040890

Reaction equation

Participants

RoleNameHCIDCharge
Reactant8-Methylenespiro[4.5]decaneHCID 57493856—
ReactantN-hydroxy-3-(m-tolyl)prop-2-ynimidoyl chlorideHCID 86662877—
Product3-[(3-Methylphenyl)ethynyl]-1-oxa-2-azadispiro[4.2.4.2]tetradec-2-eneHCID 56644437—

Reaction Steps

The title compound was prepared following the procedure described for Compound 3c, using Compound 91d instead of Compound 3b and Compound 89a instead of Compound 3a. After the usual work-up procedure, the residue was purified by means of automated flash chromatography (ISOLERA®TM-Biotage; gradient Petroleum Ether-EtOAc from 97:3 to 9:1) to give the title compound as a white-yellowish solid. Yield: 55.8%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08580962B2
Source datasetuspto-grants-2013_11
ORD IDord-6163f8e566004cc097db5b08b8600e4e
Source noteuspto-grants-2013_11