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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 981307Generated: October 30, 2026

trans-3-hydroxy-N,N,gamma-trimethyl-alpha,alpha-diphenyl-4-[(phenylmethyl)amino]-1-piperidinebutanamide → trans-4-amino-3-hydroxy-N,N,gamma-trimethyl-alpha,alpha-diphenyl-1-piperidinebutanamide

https://huagongshe.com/reaction/981307

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttrans-3-hydroxy-N,N,gamma-trimethyl-alpha,alpha-diphenyl-4-[(phenylmethyl)amino]-1-piperidinebutanamideHCID 67928753—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
Solvent2-MethoxyethanolHCID 8019—
Producttrans-4-amino-3-hydroxy-N,N,gamma-trimethyl-alpha,alpha-diphenyl-1-piperidinebutanamideHCID 6792877187.5%

Reaction Steps

A mixture of 63 parts of trans-3-hydroxy-N,N,γ-trimethyl-α,α-diphenyl-4-[(phenylmethyl)amino]-1-piperidinebutanamide and 485 parts of 2-methoxyethanol was hydrogenated at normal pressure and at 50° C. with 5 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated with methylbenzene, yielding 45 parts (87.5%) of trans-4-amino-3-hydroxy-N,N,γ-trimethyl-α,α-diphenyl-1-piperidinebutanamide (interm. 9).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04990521
Source datasetuspto-grants-1991_02
ORD IDord-208223eb5f0f4b9f951a0cd4a737dbd6
Source noteuspto-grants-1991_02