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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 217090Generated: October 25, 2026

Palmitoyl chloride → 1,2-Dipalmitoyl-3-dimethylammonium-propane

https://huagongshe.com/reaction/217090

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPalmitoyl chlorideHCID 8206—
ReactantTriethylamineHCID 8471—
Reactant3-(Dimethylamino)-1,2-propanediolHCID 79078—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product1,2-Dipalmitoyl-3-dimethylammonium-propaneHCID 10531556—

Reaction Conditions

Temperature0 °C

Reaction Steps

43.17 g 3-(dimethylamino)-1,2-propanediol were dissolved on 1000 ml dichloromethane. After the addition of 73.3 g triethylamine and 0.01 g 4-dimethylamino pyridine the mixture was cooled down to 0° C. Then 199.18 g hexadecanoic acid chloride, dissolved in 100 ml dichloromethane, were added dropwise. After the addition of another 100 ml dichloromethane the mixture was brought to room temperature and allowed to stir over night. The mixture was filtered and the residue washed with 300 ml dichloromethane. The solvent of the filtrate was removed using a rotary evaporator and the crude product was purified by column chromatography on silica gel (eluent: acetic acid ethyl ester/petrolether 1:1). The product was characterized by 1H-NMR.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193246B2
Source datasetuspto-grants-2012_06
ORD IDord-c9d201d239ea43d687bb637ec02ba106
Source noteuspto-grants-2012_06