Reaction #417779

Reaction equation

allylamine

triethoxy silane

triethoxysilane

gamma-aminopropyl triethoxy silane

→

allylamine

beta-aminopropyl triethoxy silane

Solvents

p-xylene

Conditions

Workup

1. 1
   OtherA three-neck flask equipped with a reflux condenser
2. 2
   Temperatureheated on an oil bath
3. 3
   OtherAbout 1 hour after the beginning of the reaction
4. 4
   Otherreached 110° C

Procedure

A three-neck flask equipped with a reflux condenser, stirring rod and thermometer was charged with 14 grams of allylamine (0.25 mole), 41 grams of triethoxy silane (0.25 mole), 20 ml. of p-xylene and 0.1% by mole (calculated as rhodium), per mole of triethoxysilane, of [Rh(μ-P Ph2) (COD)]2, that is [rhodium(μ-diphenyl phosphide) (1,5-cyclooctadiene) dimer], and heated on an oil bath maintained at a temperature of 110° C. About 1 hour after the beginning of the reaction, the reaction temperature reached 110° C. At the end of the period the reaction mixture was subjected to gas chromatography analysis. It was found that gamma-aminopropyl triethoxy silane was obtained in a yield of 81% on an allylamine basis, while the yield of beta-aminopropyl triethoxy silane was 0.7% on a triethoxy silane basis.

Source