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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732852Generated: October 29, 2026

Hydrochloric Acid → 3-{[3-(Triethoxysilyl)propyl]thio}-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-1-butanone

https://huagongshe.com/reaction/732852

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant1-Propanethiol, 3-(triethoxysilyl)-HCID 84658—
Reactant(E)-1-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-en-1-oneHCID 5366077—
SolventTetrahydrofuranHCID 8028—
Product3-{[3-(Triethoxysilyl)propyl]thio}-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-1-butanoneHCID 68815894—

Reaction Conditions

Temperature40 °C

Reaction Steps

A solution of α-damascone (9.60 g; 50.0 mmol) and 3-mercaptopropyltriethoxysilane (95% pure, 12.52 g, 50.0 mmol) in THF (40 ml) was treated with DBU (1.52 g, 10.0 mmol) and stirred at 40° C. for 90 min. The reaction solution was treated with 5% HCl, extracted twice with ether, washed with water, saturated aqueous NaHCO3 and then with saturated aqueous NaCl, dried over Na2SO4 and concentrated at 70° C./0.01 mbar. The reaction yielded 21.2 g (99%). of crude product:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589055B2
Source datasetuspto-grants-2009_09
ORD IDord-ddfef09fcf28429baee08345b17bdbd2
Source noteuspto-grants-2009_09