HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 59808495, compound → HCID 40419069, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 59808495 | HCID 59808495 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 40419069 | HCID 40419069 | 92.6% |
Reaction Steps
To a solution of tert-butyl (3R,4R)-3,4-dihydroxy-4-phenylpiperidine-1-carboxylate (120 g) in ethanol (4.3 L) was added Raney nickel (240 g), and the mixture was refluxed for 48 hours with bubbling of hydrogen gas. The reaction solution was cooled, and filtered on celite, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=2/1) to give the title compound (105.1 g, 99.4% ee).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08389511B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-31898958666a4c6e83547c3fa2e83497 |
| Source note | uspto-grants-2013_03 |