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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 2-Methyl-3-[4-(2-methylbutan-2-yl)phenyl]propanal | HCID 228989 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-[3-(p-Tert.amyl-phenyl)-2-methyl-propyl]-piperidine | HCID 19098944 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04202894 |
|---|
| Source dataset | uspto-grants-1980_05 |
|---|
| ORD ID | ord-229c649257aa426583143dce434d7e7f |
|---|
| Source note | uspto-grants-1980_05 |
|---|