Allylamine → Allylamine

Participants

Reaction Conditions

Reaction Steps

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), 0.32 gram of 1,5-cycloctadiene (2.9×10-3 mole) and 30 ml. of toluene, and heated in an oil bath maintained at a temperature of 110° C. When the temperature of the mixture reached 85° C., 0.22 gram of tetrarhodium dodecacarbonyl (2.9×10-4 mole) was added to the mixture as a catalyst. About 60 minutes after the addition of the catalyst, 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 78% on an allylamine basis, while the yield of beta-aminopropyl triethoxy silane was 5.6% on an allylamine basis.

Provenance & Evidence