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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2216365Generated: October 30, 2026

Water → 2-Ethynylbicyclo(2.2.1)heptan-2-ol

https://huagongshe.com/reaction/2216365

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrahydrofuranHCID 8028—
ReactantBicyclo(2.2.1)heptan-2-oneHCID 10345—
Product2-Ethynylbicyclo(2.2.1)heptan-2-olHCID 14309813—

Reaction Conditions

Temperature25 °C

Reaction Steps

500 mg of norcamphor was dissolved in 6 ml of tetrahydrofuran and the solution was added dropwise in a suspension of 543 mg of lithium acetylide-ethylenediamine complex in tetrahydrofuran at room temperature, and the resulting reaction mixture was stirred for 18 hours. After water was added to the resulting reaction mixture, it was evaporated while maintaining the temperature of the water bath at 25° C. The residue was extracted with ethyl acetate twice. The resulting organic layer was washed with brine, dried over anhydrous magnesium sulfate and evaporated, to give 523 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07112593B2
Source datasetuspto-grants-2006_09
ORD IDord-116bf748c1f44ea683f0bc369f296908
Source noteuspto-grants-2006_09