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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1395205Generated: October 27, 2026

Hydrochloric Acid → 1-[3-(p-Tert.amyl-phenyl)-2-methyl-propyl]-piperidine

https://huagongshe.com/reaction/1395205

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTolueneHCID 1140—
ReactantPiperidineHCID 8082—
Reactant2-Methyl-3-[4-(2-methylbutan-2-yl)phenyl]propanalHCID 228989—
SolventFormic AcidHCID 284—
SolventWaterHCID 962—
Product1-[3-(p-Tert.amyl-phenyl)-2-methyl-propyl]-piperidineHCID 19098944—

Reaction Conditions

Temperature75 °C

Reaction Steps

21.8 G. of 3-(p-tert.-amyl-phenyl)-2-methyl-propionaldehyde and 11.3 g. of piperidine are heated at reflux in 15 ml. of toluene in a water-separator under nitrogen gasification until the water-cleavage has been completed (6 hours). Subsequently, there are added dropwise at room temperature with stirring 6.9 g. of formic acid, the temperature rising to 36°-40° C. Then, the mixture is heated to 75° C. for 2 hours, 50 Ml. of 2 N hydrochloric acid are added to the cooled solution. The toluene solution is separated. The aqueous-hydrochloric acid solution is made alkaline with 40 ml. of 6 N sodium hydroxide and the product is extracted with ether. The combined ether extracts are washed with water, dried over sodium sulfate and evaporated. By distillation, there is obtained pure 1-[3-(p-tert.-amyl-phenyl)-2-methyl-propyl]-piperidine having a boiling point of 160° C./0.15 Torr.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04202894
Source datasetuspto-grants-1980_05
ORD IDord-229c649257aa426583143dce434d7e7f
Source noteuspto-grants-1980_05