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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 637574Generated: October 27, 2026

Water → 6,10-Dimethylundecan-2-one

https://huagongshe.com/reaction/637574

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrahydrofuranHCID 8028—
Reactant4-Isopropenyl-3,7-dimethyl-6-octen-1-yn-3-olHCID 13582429—
CatalystPalladiumHCID 23938—
CatalystSilver(I) trifluoromethanesulfonateHCID 76223—
Product6,10-Dimethylundecan-2-oneHCID 95495—

Reaction Steps

4-Isopropenyl-3,7-dimethyl-6-octen-1-yn-3-ol (0.960 g; 5.10-3 mole) is kept at a temperature in the region of 40° C. and protected from light, in the presence of silver trifluoromethanesulphonate (1.285 g; 5.10-3 mole) in a mixture (50 cc) of tetrahydrofuran and water (3:1 by volume). After the reaction mixture has reacted for 20 hours and has been treated under the conditions of Example 1, the raw product obtained is hydrogenated in the presence of palladium on charcoal (5% in hexane). After chromatography on a silica column under reduced pressure with elution with a mixture of ether and petroleum-ether (3:7 by volume), 6,10-dimethylundecan-2-one (0.792 g) is obtained, having the following characteristics:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04556742
Source datasetuspto-grants-1985_12
ORD IDord-2bb160207204494fb94d884b6d086b00
Source noteuspto-grants-1985_12