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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1448276Generated: November 1, 2026

N-(1-Benzyl-4-(methoxymethyl)piperidin-4-yl)-N-phenylpropionamide → Noralfentanil

https://huagongshe.com/reaction/1448276

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(1-Benzyl-4-(methoxymethyl)piperidin-4-yl)-N-phenylpropionamideHCID 3017231—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventAcetic AcidHCID 176—
ProductNoralfentanilHCID 162172—

Reaction Steps

A mixture of 52 parts of N-[4-(methoxymethyl)-1-(phenylmethyl)-4-piperidinyl]-N-phenylpropanamide and 200 parts of acetic acid is hydrogenated at normal pressure and at room temperature with 3 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen is taken up, the catalyst is filtered off and the filtrate is evaporated. The residue is taken up in water, cooled and alkalized with ammonium hydroxide. The product is extracted with trichloromethane. The extract is washed with water, dried, filtered and evaporated, yielding N-[4-(methoxymethyl)-4-piperidinyl]-N-phenylpropanamide as an oily residue.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04179569
Source datasetuspto-grants-1979_12
ORD IDord-c7c64b1f5598440596570a7dcfe8b00f
Source noteuspto-grants-1979_12