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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206269Generated: November 2, 2026

1-Naphthol → HCID 69081849, compound

https://huagongshe.com/reaction/2206269

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-NaphtholHCID 7005—
ReactantMalononitrileHCID 8010—
ReactantPiperidineHCID 8082—
Reactant4-(Benzyloxy)-3-bromo-5-methoxybenzaldehydeHCID 674664—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductHCID 69081849HCID 6908184993.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

1-Naphthol (2.16 g, 15 mmol), 4-benzyloxy-3-bromo-5-methoxy-benzaldehyde (4 g, 12.5 mmol) and malononitrile (825 mg, 12.5 mmol) were taken in 30 ml ethanol at room temperature, charged with piperidine (200 μl) and then stirred at 80° C. under LC-MS control till the reaction was complete. The reaction mixture was then cooled down to room temperature, diluted with 60 ml water and stirred for about 2 h at room temperature. Thus formed precipitates were collected by filtration, washed with 1:1 mixture of ethanol/water and dried under high vacuum yielding pure solids of the title compound (6.0 g, 11.7 mmol, 93.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371333B2
Source datasetuspto-grants-2016_06
ORD IDord-3b989c77d78844309fd63965787e5c60
Source noteuspto-grants-2016_06