Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1965829Generated: October 31, 2026

HCID 67388651, compound → HCID 58444081, compound

https://huagongshe.com/reaction/1965829

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 67388651HCID 67388651—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
ProductHCID 58444081HCID 5844408194.3%

Reaction Steps

21.0 g of crude 4-(4-tert-butyl-phenyl)-2-(1-methyl-cyclo-hexylmethylene)-indan-1-one (GC: ˜83% purity) are dissolved in 220 ml of ethyl acetate in a flask with gas inlet and stirrer. 1.5 g of palladium on activated carbon (10 wt-% palladium) are added. The system is evacuated and refilled with argon three times to remove oxygen and then evacuated and refilled with hydrogen three times. The stirrer is started and the reaction mixture is vigorously stirred to help the diffusion of hydrogen gas into the liquid reaction mixture. The hydrogen uptake is monitored and stirring is continued until the hydrogen uptake ceases. Filtering the crude reaction mixture over a paper filter and removing the solvent in a vacuum leaves crude 4-(4-tert-butyl-phenyl)-2-((1-methylcyclohexyl)methyl)-indan-1-one (yield 19.9 g, GC: ˜86% purity). The obtained crude product was used without further purification for the subsequent reduction/elimination-sequence.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415492B2
Source datasetuspto-grants-2013_04
ORD IDord-ceeae8ffdb9145b9add7d2b569608dea
Source noteuspto-grants-2013_04