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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2299652Generated: October 27, 2026

Methyl iodide → 3-Methoxy-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-one

https://huagongshe.com/reaction/2299652

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant3-hydroxy-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-oneHCID 229507—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product3-Methoxy-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-oneHCID 1335744172.4%

Reaction Conditions

Temperature52.5 °C

Reaction Steps

A mixture of 3-hydroxy-6,7,8,9-tetrahydrobenzocyclohepten-5-one (7.02 g), potassium carbonate (8.25 g) and iodomethane (7.4 ml) in N,N-dimethylformamide (70 ml) was stirred at 50-55° C. for 7 hours. The resulting mixture was diluted with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate and evaporated in vacuo to afford 3-methoxy-6,7,8,9-tetrahydrobenzocyclohepten-5-one (5.49 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06495546B1
Source datasetuspto-grants-2002_12
ORD IDord-3d383ff086c34447b9c342bf18c762a5
Source noteuspto-grants-2002_12