Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 259915Generated: October 31, 2026

Maleic Anhydride → Dodecyl hydrogen maleate

https://huagongshe.com/reaction/259915

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMaleic AnhydrideHCID 7923—
Reactant1-DodecanolHCID 8193—
SolventTolueneHCID 1140—
ProductDodecyl hydrogen maleateHCID 5366034—

Reaction Steps

Into an autoclave, were charged 295 parts of maleic anhydride, 570 parts of lauryl alcohol and 85 parts of toluene. The mixture was reacted at 60° C. for 5 hours under sealed condition, to obtain maleic acid monolauryl ester, containing 0.2% unreacted maleic anhydride. After adding to the mixture, 5 parts of sodium hydroxide, 275 parts of allyl chloride and 375 parts of triethyl amine, an atmosphere was substituted with nitrogen. The mixture was reacted at 80° C. for 8 hours, and cooled to a room temperature. The mixture was rinsed with 90 parts of 10% hydrochloric acid aqueous solution, followed by distillation of toluene under vacuum, to obtain 965 parts of lauryl allyl maleate of 98.6% purity and of Gardner Color 3. A molar ratio of maleic anhydride:lauryl alcohol was 1:1.02, and maleic acid monolauryl ester:allyl chloride:triethyl amine:formed water was 1:1.19:1.23:0.04.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05523465
Source datasetuspto-grants-1996_06
ORD IDord-afec3e37bbc542cb9baebc5e28be1898
Source noteuspto-grants-1996_06