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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 974782Generated: October 29, 2026

Acetic Acid → HCID 53856658, compound

https://huagongshe.com/reaction/974782

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPiperidineHCID 8082—
Reactant4-PyridinecarboxaldehydeHCID 13389—
Reactant5-MethoxytetraloneHCID 36620—
SolventDichloromethaneHCID 6344—
ProductHCID 53856658HCID 5385665852%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 5-methoxy-1-tetralone (0.1 g; 0.56 mmol), pyridine-4-carboxaldehyde (91 μl ; 0.85 mmol), piperidine (16.8 μl; 0.17 mmol) and acetic acid (9.7μl ; 0.17 mmol) was heated at 130° C. for one hour. The mixture was taken up in CH2Cl2 and washed in water and in a saturated aqueous solution of NaCl. The organic phase was dried over MgSO4, filtered and evaporated. The residue was purified by flash chromatography on silica gel, eluting with CH2Cl2 /CH3CN (7/3) to give 5-methoxy-2-(4-pyridylmethylene)-1-tetralone (74 mg; 52%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05607928
Source datasetuspto-grants-1997_03
ORD IDord-58075ec51ed446479de196390fbacb13
Source noteuspto-grants-1997_03