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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1461871Generated: October 31, 2026

Tributyl phosphite → Dibutyl P-[1-(N-Octadecyl-N-butoxyamino)octadecyl]phosphonate

https://huagongshe.com/reaction/1461871

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributyl phosphiteHCID 7623—
ReactantButyl iodideHCID 10962—
ReactantN-Octadecyloctadecan-1-imine N-oxideHCID 71340222—
ProductDibutyl P-[1-(N-Octadecyl-N-butoxyamino)octadecyl]phosphonateHCID 1988378335%

Reaction Conditions

Temperature70 °C

Reaction Steps

Following the procedure of Example 7, the title compound is prepared from 10.0 g (18 mmol) of N-(1-octadecylidene)octadecylamine N-oxide, 7.0 g (28 mmol) of tri-n-butyl phosphite and 5.15 g (28 mmol) of n-butyl iodide by heating at 70° C. for 16 hours. The residue is purified by flash chromatography (10:1 hexane:ethyl acetate eluent) followed by HPLC to give 4.9 g (35% yield) of the title compound as a white solid melting at 38°-40° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05077329
Source datasetuspto-grants-1991_12
ORD IDord-9b4b2cd4a8c349608f22fce8d0711764
Source noteuspto-grants-1991_12