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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1976865Generated: October 26, 2026

Oct-2-ene → 1-Tetralone

https://huagongshe.com/reaction/1976865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOct-2-eneHCID 8126—
ReactantTetralinHCID 8404—
ReactantN-HydroxyphthalimideHCID 10665—
Reactant2-Methyl-3-pentyloxiraneHCID 102957—
CatalystManganous AcetateHCID 12525—
CatalystMolybdenum carbonyl (Mo(CO)6)HCID 98885—
SolventBenzonitrileHCID 7505—
Product1,2,3,4-Tetrahydro-1-naphthalenolHCID 107238.2%
Product1-TetraloneHCID 107248.3%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 2 mmol of 2-octene (a mixture of cis-isomer and trans-isomer), 10 mmol of tetralin, 0.2 mmol of N-hydroxyphthalimide, 0.1 mmol of molybdenum hexacarbonyl, 0.002 mmol of manganese (II) acetate, and 2 ml of benzonitrile 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 67%, into 2,3-epoxyoctane in yield of 53%. In this connection, tetralin was found to be converted, at a rate of 20%, into α-tetralol (yield: 8.2%) and α-tetralone (yield: 8.3%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06229023B1
Source datasetuspto-grants-2001_05
ORD IDord-bdda4ebeec7b4344ba5524132da5bb49
Source noteuspto-grants-2001_05