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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2193967Generated: November 1, 2026

Allyl methacrylate → 2-(7-Methoxynaphthalen-1-yl)acetonitrile

https://huagongshe.com/reaction/2193967

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllyl methacrylateHCID 7274—
Reactant(7-Methoxy-3,4-dihydronaphthalen-1-yl)acetonitrileHCID 11287102—
CatalystPalladiumHCID 23938—
SolventTolueneHCID 1140—
Product2-(7-Methoxynaphthalen-1-yl)acetonitrileHCID 1126406891%

Reaction Steps

There are introduced into a 670 litre reactor 12.6 kg of 5% palladium-on-carbon in toluene, which is heated at reflux; then 96.1 kg of (7-methoxy-3,4-dihydro-1-naphthyl)acetonitrile dissolved in toluene are added and also 63.7 kg of allyl methacrylate. The reaction is continued at reflux and is monitored by vapour phase chromatography. When all the starting substrate has disappeared, the reaction mixture is cooled to ambient temperature and then filtered. After evaporating off the toluene, the solid residue obtained is recrystallised from an ethanol/water (80/20) mixture to yield the title product in a yield of 91% and with a chemical purity of more than 99%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329947B2
Source datasetuspto-grants-2012_12
ORD IDord-918a03f61a584ab5add799d355bee453
Source noteuspto-grants-2012_12