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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942510Generated: November 1, 2026

HCID 59808495, compound → HCID 40419069, compound

https://huagongshe.com/reaction/1942510

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 59808495HCID 59808495—
CatalystNickelHCID 935—
SolventEthanolHCID 702—
ProductHCID 40419069HCID 4041906992.6%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389511B2
Source datasetuspto-grants-2013_03
ORD IDord-31898958666a4c6e83547c3fa2e83497
Source noteuspto-grants-2013_03