Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2392548Generated: October 29, 2026

4-Hydroxybenzaldehyde → 4-[N-(Ethoxycarbonyl)-4-piperidinyloxy]benzaldehyde

https://huagongshe.com/reaction/2392548

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantN-(ethoxycarbonyl)-piperidine-4-methanesulphonateHCID 18980161—
SolventDimethylformamideHCID 6228—
Product4-[N-(Ethoxycarbonyl)-4-piperidinyloxy]benzaldehydeHCID 1898016463.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a mixture of N-(ethoxycarbonyl)-piperidine-4-methanesulphonate (10 g) and 4-hydroxy benzaldehyde (5.8 g) in dry DMF (75 ml), K2CO3 (11 g) was added and the mixture was stirred at 80° C. for 12 h. At the end of this time, the reaction mixture was cooled, added water and extracted with EtOAc. The EtOAc extract was washed with 5% aqueous Na2CO3 solution followed by brine and dried over anhydrous sodium sulphate. The solvent was then removed by distillation under reduced pressure to give 7 g (63.6%) of the title compound as a semi solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05801173
Source datasetuspto-grants-1998_09
ORD IDord-fbdf6cfe138c462d9b05af40046419f9
Source noteuspto-grants-1998_09