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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2186546Generated: October 26, 2026

1-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-1-hexanone → 2-Hexyl-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene

https://huagongshe.com/reaction/2186546

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-1-hexanoneHCID 22456876—
CatalystHydrochloric AcidHCID 313—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product2-Hexyl-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthaleneHCID 2300253092.2%

Reaction Steps

A solution of 13.8 g of 1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-1-hexanone (from Example 1.1) in 200 ml ethanol abs., containing 2 g of palladium on carbon 10% and 3 drops of HCl 25%, was subjected to H2 atmosphere for 3 hours (until consumption of theoretical amount H2 is reached and thin layer chromatography showed no more starting material was present). The mixture was filtered and concentrated in vacuo. The residue was diluted in 200 ml ether, dried over MgSO4, filtered and concentrated in vacuo, giving a yellow oil. The crude product was distilled under vacuum (T=120° C. at 0.08 bar), yielding a pale yellow oil (12.1 g). B.p. 120° C. at 0.08 bar.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06403810B2
Source datasetuspto-grants-2002_06
ORD IDord-d77808b5a6794a1c88c7062489e0f284
Source noteuspto-grants-2002_06