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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1976866Generated: October 25, 2026

Oct-2-ene → 1-Tetralone

https://huagongshe.com/reaction/1976866

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOct-2-eneHCID 8126—
ReactantTetralinHCID 8404—
ReactantN-HydroxyphthalimideHCID 10665—
Reactant2-Methyl-3-pentyloxiraneHCID 102957—
CatalystCobalt diacetateHCID 6277—
CatalystMolybdenum carbonyl (Mo(CO)6)HCID 98885—
SolventAcetonitrileHCID 6342—
Product1,2,3,4-Tetrahydro-1-naphthalenolHCID 107237.7%
Product1-TetraloneHCID 1072410%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 2 mmol of 2-octene (a mixture of cis- and trans-isomers), 10 mmol of tetralin, 0.2 mmol of N-hydroxyphthalimide, 0.1 mmol of molybdenum hexacarbonyl, 0.002 mmol of cobalt (II) acetate, and 2 ml of acetonitrile was stirred at 70° C. under an oxygen atmosphere (1 atm) for 5 hours. Gas chromatographic analysis of products in a reaction mixture revealed that 2-octene was converted, at a rate of 56%, into 2,3-epoxyoctane in yield of 49%. In this connection, tetralin was found to be converted, at a rate of 23%, into α-tetralol (yield: 7.7%) and α-tetralone (yield: 10%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06229023B1
Source datasetuspto-grants-2001_05
ORD IDord-490dc1a7afd445de909214a587c26f74
Source noteuspto-grants-2001_05