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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275308Generated: October 31, 2026

Triethylamine → Naloxone

https://huagongshe.com/reaction/2275308

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantAllyl acetateHCID 11584—
Reactant14-Hydroxymorphine-6-oneHCID 15286253—
SolventTolueneHCID 1140—
ProductNaloxoneHCID 5284596—

Reaction Conditions

Temperature80 °C

Reaction Steps

In one embodiment, allylation of noroxymorphone with allyl acetate is accomplished by combining noroxymorphone with triethylamine (3 equivalents), toluene (50 mL) and tetrakis(triphenylphosphine)palladium[0] (0.1 equivalent), and heating the mixture at 80° C. for 64 hours. The mixture is cooled to a temperature of about 20° C. and filtered through a plug of CELITE and the filtrate was concentrated under reduced pressure. Naloxone is isolated from the concentrated filtrate using normal extractive procedures.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09127014B2
Source datasetuspto-grants-2015_09
ORD IDord-4e4aeda43d8349729d5f4759541f7733
Source noteuspto-grants-2015_09