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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1782541Generated: October 30, 2026

Benzylamine → (7-Methoxy-3,4-dihydronaphthalen-1-yl)acetonitrile

https://huagongshe.com/reaction/1782541

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzylamineHCID 7504—
ReactantHeptanoic AcidHCID 8094—
ReactantCyanoacetic acidHCID 9740—
Reactant7-Methoxy-1,2,3,4-tetrahydronaphthalen-1-oneHCID 81276—
SolventTolueneHCID 1140—
Product(7-Methoxy-3,4-dihydronaphthalen-1-yl)acetonitrileHCID 1128710290%

Reaction Steps

There are introduced into a 670 litre reactor 85.0 kg of 7-methoxy-1-tetralone, 60.3 kg of cyanoacetic acid and 15.6 kg of heptanoic acid in toluene in the presence of 12.7 kg of benzylamine. The mixture is heated at reflux. When all the starting substrate has disappeared, the solution is cooled and filtered. The precipitate obtained is washed with toluene and then the filtrate obtained is washed with a 2N sodium hydroxide solution and subsequently with water until neutral. After removal of the solvent by evaporation, the resulting solid is recrystallised from an ethanol/water (80/20) mixture to give the title product in a yield of 90% and with a chemical purity exceeding 99%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07498465B2
Source datasetuspto-grants-2009_03
ORD IDord-7ad6453d4cf54be992778f7fe1e383c7
Source noteuspto-grants-2009_03