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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 544809Generated: October 30, 2026

Hydrochloric Acid → 1-Butanone, 3-(dodecylthio)-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-

https://huagongshe.com/reaction/544809

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1-DodecanethiolHCID 8195—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant(2E)-1-(2,6,6-Trimethyl-3-cyclohexen-1-yl)-2-buten-1-oneHCID 5365916—
SolventTetrahydrofuranHCID 8028—
Product1-Butanone, 3-(dodecylthio)-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-HCID 59304072—

Reaction Conditions

Temperature45 °C

Reaction Steps

A solution of δ-damascone (10.0 g; 52.1 mmol) and 1-dodecanthiol (8.42 g, 41.7 mmol) in THF (150 ml) was treated with DBU (7.92 g; 52.1 mmol) and stirred at 45° C. for 90 min. The reaction solution was treated with 5% aqueous HCl, extracted twice with ether, washed with H2O, saturated aqueous NaHCO3, then brine, dried over Na2SO4, and concentrated at 70° C./0.01 mbar. Yield of crude product: 16.2 g (99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935669B2
Source datasetuspto-grants-2011_05
ORD IDord-7f2cabe36b3a408eb9719295080cf49f
Source noteuspto-grants-2011_05