Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1356711Generated: October 25, 2026

Diethyl Ether → N,N-dimethyl-N-geranyloxycarbonylmethyl-N-(3-(dodecanoylamino)propyl)ammonium chloride

https://huagongshe.com/reaction/1356711

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantLauramidopropyl DimethylamineHCID 51392—
ReactantChloroacetateHCID 518964—
Reactant(E)-3,7-dimethylocta-2,6-dienyl 2-chloroacetateHCID 5890636—
SolventHexaneHCID 8058—
ProductN,N-dimethyl-N-geranyloxycarbonylmethyl-N-(3-(dodecanoylamino)propyl)ammonium chlorideHCID 1208426493.4%

Reaction Conditions

Temperature25 °C

Reaction Steps

A 22.76 g (0.080 mol) portion of N-dodecanoyl-N′,N′-dimethyl-1,3-diaminopropane and 120 ml of diethyl ether were put into a flask, and 18.46 g (0.080 mol) of geranyl chloroacetate was added thereto at 25° C. spending 5 minutes. The reaction mixture was stirred at 25° C. for 24 hours, and disappearance of the most part of chloroacetate was confirmed by 1H-NMR. Next, the reaction mixture was slowly added dropwise to 600 ml of hexane which was ice-cooled and vigorously stirred, spending 10 minutes, to effect precipitation of the product as a white solid. Thereafter, in the same manner as described in Inventive Example 1, the title compound (to be referred to as betaine ester (3) hereinafter) was obtained as a light yellow viscous oil. Yield 38.50 g (0.0747 mol; yield 93.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06586639B2
Source datasetuspto-grants-2003_07
ORD IDord-95d050e3090c48778649e6ce75c02d7e
Source noteuspto-grants-2003_07