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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1019316Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/1019316

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiethyl EtherHCID 3283—
EduktCaprylamidopropyl dimethylamineHCID 89889—
EduktChloroacetateHCID 518964—
Edukt(E)-3,7-dimethylocta-2,6-dienyl 2-chloroacetateHCID 5890636—
LösungsmittelPentaneHCID 8003—
ProduktN,N-dimethyl-N-geranyloxycarbonylmethyl-N-(3-(octanoylamino)propyl) ammonium chlorideHCID 1208426683,2%

Reaktionsbedingungen

Temperatur15 °C

Reaktionsschritte

A 22.84 g (0.100 mol) portion of N-octanoyl-N′,N′-dimethyl-1,3-diaminopropane and 250 ml of diethyl ether were put into a flask, and 24.23 g (0.105 mol) of geranyl chloroacetate was added thereto at 0 to 5° C. spending 10 minutes. The reaction mixture was stirred at 5 to 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 650 ml of pentane 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 (4) hereinafter) was obtained as a light yellow viscous oil. Yield 38.2 g (0.0832 mol; yield 83.2%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06486333B1
Quelldatensatzuspto-grants-2002_11
ORD IDord-4e235410250c4a59a649f534a832150a
Quellennotizuspto-grants-2002_11