HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-[4-(1-Methoxycarbonyl-ethyl)-phenyl]-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester → 4-[4-(1-Methoxycarbonyl-ethyl)-phenyl]-piperidine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-[4-(1-Methoxycarbonyl-ethyl)-phenyl]-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester | HCID 86686111 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4-[4-(1-Methoxycarbonyl-ethyl)-phenyl]-piperidine-1-carboxylic acid tert-butyl ester | HCID 86686112 | — |
Reaction Steps
18.0 g (52.1 mmol) 4-[4-(1-Methoxycarbonyl-ethyl)-phenyl]-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (VII.1) in 400 mL methanol are hydrogenated for 1 h at rt using 5.55 g (5.21 mmol) Pd/C. After that time, the catalyst is filtered off (celite) and the solvent is evaporated. The residue is purified by column chromatography (silica gel; heptane:EtOAc gradient 100:0->60:40).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08759528B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-9b9b9294ebc249798b83382d2a76e382 |
| Source note | uspto-grants-2014_06 |