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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2216367Generated: October 30, 2026

Hexane → HCID 21942244, compound

https://huagongshe.com/reaction/2216367

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantTrimethylsilylacetyleneHCID 66111—
Reactant1-Azatricyclo(3.3.1.1,3,7)decan-4-oneHCID 142642—
ReactantButyllithiumHCID 178418339—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 21942244HCID 21942244—

Reaction Steps

To a solution of 0.2 ml of trimethylsilylacetylene in 2 ml of tetrahydrofuran was added dropwise 0.64 ml of a 1.56 mol hexane solution of n-butyllithium in a dry ice-acetone bath. After stirring for 30 minutes, a solution of 50 mg of 1-azaadamantane-4-one in 1 ml of tetrahydrofuran was added dropwise to the mixture. After further stirring for 30 minutes, 1 ml of methanol was added to the mixture and the temperature was elevated to room temperature. The solvent was removed and water was added to the resulting solid. Crystals that remained were collected by filtration, to give 17 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07112593B2
Source datasetuspto-grants-2006_09
ORD IDord-7c0be272bcaf4c31bc85561c12181e4d
Source noteuspto-grants-2006_09