Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 495117Generated: October 30, 2026

Methyl iodide → 2-Methoxymethylene-3,3-dimethyl-indan-1-one

https://huagongshe.com/reaction/495117

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantEthyl formateHCID 8025—
ReactantSodium hydrideHCID 24758—
Reactant2,2-dimethyl-2,3-dihydro-1H-inden-1-oneHCID 301202—
SolventTetrahydrofuranHCID 8028—
Product2-Methoxymethylene-3,3-dimethyl-indan-1-oneHCID 68615875—

Reaction Steps

Ethylformate (8.10 g, 110 mmol) in THF (50 ml) was added to the suspension of NaH (55% in mineral oil, 4.80 g, 110 mmol) in THF (50 ml). After stirring for 5 min at RT Dimethylindanone (16.0 g, 100 mmol)in THF (50 ml) was added. Gas evolution started and the temperature of the mixture rose and was controlled with an icebath to not exceed 40° C. After further stirring for 4.5 h at RT, methyl iodide (42.6 g, 300 mmol) was added und stirring continued for 48 h. After quenching with aq. NaHCO3-solution and aqueous workup a dark red oil (20.4 g, 100%) of was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07538243B2
Source datasetuspto-grants-2009_05
ORD IDord-582895f1e2c74c1c9a827abc7c7859eb
Source noteuspto-grants-2009_05