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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 392149Generated: October 30, 2026

Cyclohexene → HCID 60068889, compound

https://huagongshe.com/reaction/392149

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexeneHCID 8079—
Reactant(Benzyloxy)methyl-8-methyl-2,3-dihydro[1,4]dioxino[2,3-f]quinolineHCID 22172756—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
ProductHCID 60068889HCID 6006888998%

Reaction Steps

To a solution of (2S)-2[(benzyloxy)methyl-8-methyl-2,3-dihydro[1,4]dioxino[2,3-f]quinoline (0.16 g, 0.5 mmol) in EtOH (1 mL) was added cyclohexene (0.5 mL) then 10% Pd/C (0.016 g, 10 mol %). The mixture was heated to reflux under N2 for 18 hours then cooled and filtered. The catalyst was rinsed with methanol and the filtrate was concentrated in vacuo to afford 0.113 g (98%) of the title alcohol as an off-white solid. 1H NMR (CD3OD) δ 8.46 (m, 1H), 7.47 (m, 1H), 7.38-7.31 (m, 2H), 4.40 (m, 1H), 4.36 (m, 1H), 4.18 (m, 1H), 3.91 (m, 2H), 2.68 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06800637B2
Source datasetuspto-grants-2004_10
ORD IDord-0462a2bfa0634519b60018a37148f475
Source noteuspto-grants-2004_10