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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1464610Generated: October 26, 2026

Triethylamine → 2-Nitro-5-(4-acetylamino-1-piperidyl)benzaldehyde dimethylacetal

https://huagongshe.com/reaction/1464610

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium CarbonateHCID 10340—
Reactant4-Chloro-2-(dimethoxymethyl)-1-nitrobenzeneHCID 3570093—
Reactant4-Acetamidopiperidine dihydrochlorideHCID 11401105—
SolventDiethyl EtherHCID 3283—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product2-Nitro-5-(4-acetylamino-1-piperidyl)benzaldehyde dimethylacetalHCID 19086863—

Reaction Conditions

Temperature120 °C

Reaction Steps

12 Grams of 2-nitro-5-chlorobenzaldehyde dimethyl acetal, 16.3 g of 4-acetylaminopiperidine hydrochloride, 13.7 g of sodium carbonate and 13 ml of triethylamine in 150 ml of N-methylpyrrolidone solution were mixed together and reacted by heating at 120° C for 12 hours with stirring under nitrogen gas stream. After the reaction was completed, the solvent was removed by evaporation and thus obtained residue was added with water and extracted with dichloromethane, then the extract was washed with water and with an aqueous solution saturated with sodium chlor:de, then dried with anhydrous sodium sulfate. The solvent was removed by evaporation and the residue thus obtained was added with diethyl ether, then the crystals formed were collected by filtration to yield 11.2 g of 2-nitro-5-(4-acetylamino-1-piperidyl)benzaldehyde dimethylacetal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05306719
Source datasetuspto-grants-1994_04
ORD IDord-0e15ea29095b4d9fa81473072f679902
Source noteuspto-grants-1994_04