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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 848406Generated: October 30, 2026

Hydrochloric Acid → N-hydroxymethyl-n-octadecenyl succinimide

https://huagongshe.com/reaction/848406

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantFormaldehydeHCID 712—
ReactantSodium BicarbonateHCID 516892—
Reactant3-(Octadec-1-EN-1-YL)pyrrolidine-2,5-dioneHCID 66892298—
SolventWaterHCID 962—
SolventHeptaneHCID 8900—
ProductN-hydroxymethyl-n-octadecenyl succinimideHCID 70510737—

Reaction Conditions

Temperature70 °C

Reaction Steps

In a reaction vessel was placed 1 liter of heptane and 550 grams of octadecenyl succinimide. The mixture was heated to 70° C. with stirring and a mixture of 137 grams of 36% aqueous formaldehyde and 22 grams of sodium bicarbonate was added. This mixture was stirred at reflux for 4 hours. Then 300 ml of water was added and the mixture neutralized with hydrochloric acid. The aqueous layer was separated and removed, then 500 ml butanol was added to the organic layer and the mixture washed with hot water. The organic layer was separated and heptane, butanol and residual water distilled off leaving as the product N-hydroxymethyl-n-octadecenyl succinimide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04295983
Source datasetuspto-grants-1981_10
ORD IDord-3b66b4e8a4984819a00bc35f4c8b55b8
Source noteuspto-grants-1981_10