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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 580856Generated: October 31, 2026

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

https://huagongshe.com/reaction/580856

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(Ethoxycarbonyl)piperidin-4-yl methanesulfonateHCID 22272962—
SolventDimethylformamideHCID 6228—
Product4-[N-(Ethoxycarbonyl)-4-piperidinyloxy]benzaldehydeHCID 1898016463.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a mixture of 1-(ethoxycarbonyl)piperidin-4-yl methanesulfonate (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 numberUS05919782
Source datasetuspto-grants-1999_07
ORD IDord-44e69b9cd31743c9a4964aa2d84a8d97
Source noteuspto-grants-1999_07