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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 7084Generated: October 25, 2026

Benzaldehyde → 4-hydroxy-3-methoxy-N-[1-oxo-2-phenylmethylidene-1,2,3,4-tetrahydronaphthalen-7-yl]phenylacetamide

https://huagongshe.com/reaction/7084

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
Reactant7-Amino-1,2,3,4-tetrahydronaphthalen-1-oneHCID 327177—
Reactant3-(Cyclohexen-1-yl)anilineHCID 6709749—
Reactant4-hydroxy-3-methoxy-N-[1-oxo-1,2,3,4-tetrahydronaphthalen-7-yl]phenylacetamideHCID 22019659—
SolventEthanol hydrochlorideHCID 21887872—
Product4-hydroxy-3-methoxy-N-[1-oxo-2-phenylmethylidene-1,2,3,4-tetrahydronaphthalen-7-yl]phenylacetamideHCID 69663967—

Reaction Conditions

Temperature25 °C

Reaction Steps

Instead of 3-(cyclohexen-1-yl)aniline (Intermediate 2) in Example 9, 7-amino-1-tetralone is treated in a similar manner to Example 9. The resulting 4-hydroxy-3-methoxy-N-[1-oxo-1,2,3,4-tetrahydronaphthalen-7-yl]phenylacetamide (1 g) is dissolved in 30% hydrogen chloride-ethanol (5 ml), and thereto is added benzaldehyde (433 mg). The mixture is stirred at 25° C. for 18 hours. The precipitated crystals are collected by filtration, and washed with diethyl ether to give the desired compound (700 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07084176B2
Source datasetuspto-grants-2006_08
ORD IDord-18b1747dcc8a42479959da4aec8199c0
Source noteuspto-grants-2006_08