Ethylenediamine → (Trimethoxysilylpropyl)ethylenediamine

Participants

Reaction Steps

A 200-ml, four necked glass flask equipped with a stirrer, reflux condenser, and thermometer was charged with 72.0 g (1.2 mol) of ethylene diamine and heated at 112° to 117° C. From a dropping funnel, 59.6 g (0.3 mol) of 3-chloropropyltrimethoxysilane was added dropwise to the flask over 2 hours (the molar ratio of ethylene diamine/3-chloropropyltrimethoxysilane=4.0). After one hour ripening, the reaction solution was transferred to a separatory funnel and cooled for allowing the solution to separate into two layers. The lower layer of ethylene diamine hydrochloride was separated off. The upper layer containing 3-[N-(2-aminoethyl)]aminopropyltrimethoxysilane was taken out and purified by simple distillation, obtaining 46.8 g of 3-[N-(2-aminoethyl)]aminopropyltrimethoxysilane. The yield was 70.1%. A substantial amount of bis-silyl products was detected.

Provenance & Evidence