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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1985003Generated: November 2, 2026

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

https://huagongshe.com/reaction/1985003

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-naphthalenyl)-acetonitrile dissolved in toluene are added as well as 63.7 kg of allyl methacrylate. The reaction is continued at reflux and is followed by vapour phase chromatography. When all the starting substrate has disappeared, the reaction mixture is cooled to ambient temperature and then filtered. After removal of the toluene by evaporation, the resulting solid residue is recrystallised from an ethanol/water (80/20) mixture to give the title product in a yield of 91% and with a chemical purity exceeding 99%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07544839B2
Source datasetuspto-grants-2009_06
ORD IDord-8f5828d5616a4fe3bade5bd109f9c0df
Source noteuspto-grants-2009_06