Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | HCID 20130467 | HCID 20130467 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 20130461 | HCID 20130461 | 90% |
Reaction Steps
Ethyl 1-(3-chloropropyl)-6-phenyl-3-cyclohexene-1-carboxylate (6.35 g, 20.7 mmol) was dissolved in 50 ml of dimethylformamide (DMF) to which piperidine (10 equiv, 15 ml) was added. The contents were stirred under N2 at 50° C. for 16 hrs. The reaction was allowed to cool to ambient temperature, whereupon the DMF was removed on the rotovap at 3 mm pressure. To the residue was added 200 ml of ethyl ether and the organic material was washed three times with 100 ml of water. The organic fraction was dried over MgSO4, filtered and concentrated in vacuo to afford after distillation (155°-160° C./0.1 mm) ethyl 1-[3-(1-piperidinyl)propyl]-6-phenyl-3-cyclohexene-1-carboxylate as a clear viscous oil (6.61 g, 90% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04760146 |
|---|
| Source dataset | uspto-grants-1988_07 |
|---|
| ORD ID | ord-54c6445a8cc24039aba467e933cb6f68 |
|---|
| Source note | uspto-grants-1988_07 |
|---|