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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74713Generated: October 26, 2026

Acetic Acid → n,n-Bis(2-cyanoethyl)octadecylamine

https://huagongshe.com/reaction/74713

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantEthanolHCID 702—
ReactantAcrylonitrileHCID 7855—
ReactantOctadecylamineHCID 15793—
ReactantAzane;hydrateHCID 12896473—
SolventWaterHCID 962—
Productn,n-Bis(2-cyanoethyl)octadecylamineHCID 10872492—

Reaction Conditions

Temperature77 °C

Reaction Steps

40.2 g of acrylonitrile was added dropwise to an ethanol solution (150 ml) of 41.7 g of stearylamine at room temperature over 0.5 hours, 22.5 g of acetic acid was added dropwise thereto over 0.5 hours, and then stirred at 77° C. for 10 hours. After standing to cool to room temperature, the mixed solution was added with 200 ml of water and 22.8 g of 28% ammonia water, and extracted with 500 ml of ethyl acetate. The organic layer was separated from the solution, washed twice with 100 ml of water and 50 ml of saturated saline, dried over anhydrous magnesium sulfate. After distilling off the solvent, the concentrated residue was recrystallized using isopropyl alcohol as a solvent to obtain 42.4 g of a target compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08830811B2
Source datasetuspto-grants-2014_09
ORD IDord-d2fb62cec9164f48957a19e44449b09d
Source noteuspto-grants-2014_09