HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → HCID 178442213, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Methyl 4-oxocyclohexanecarboxylate | HCID 226643 | — |
| Reactant | 4-Pentylpiperidine | HCID 407054 | — |
| Reactant | 1-(4-Methoxycarbonylcyclohexen-1-yl)-4-pentylpiperidine | HCID 12809530 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178442213 | HCID 178442213 | — |
Reaction Steps
A solution of 5 g of 1-(4-methoxycarbonylcyclohexen-1-yl)-4-pentylpiperidine (b.p. 171°/0.4 mm Hg, obtainable from methyl cyclohexanone-4-carboxylate and 4-pentylpiperidine in toluene in the presence of p-toluenesulfonic acid) in 50 ml of THF is hydrogenated under 2 bar of H2 using 0.5 g of 10% Pd-C; the catalyst is filtered off; and the filtrate is evaporated to dryness to give 1-(trans-4-methoxycarbonylcyclohexyl)4-pentylpiperidine, m.p. 5°, b.p. 177°/0.27 mbar.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04537698 |
| Source dataset | uspto-grants-1985_08 |
| ORD ID | ord-1158fdd869af4b36a6f2bdf4433a6b30 |
| Source note | uspto-grants-1985_08 |