Toluene → Allylamine

Participants

Reaction Conditions

Reaction Steps

A 200 ml. flask equipped with a stirrer, thermometer, dropping funnel, CO inlet tube and reflux condenser having a CO outlet tube, was charged with 41 grams of triethoxy silane (0.25 mole), 1.9 milligrams of tetrahodium dodecacarbonyl (2.5×10-6 mole) and 30 ml. of toluene. While passing carbon monoxide through the flask at a rate of 10 ml./min., the mixture was heated to a temperature of 110° C. under stirring. To the mixture 14 grams of allylamine (0.25 mole) was dropwise added in 2 minutes. After the addition of the allylamine the CO flush, heating and stirring were continued for 30 minutes. It was revealed by gas chromatography that gamma-aminopropyl triethoxy silane was obtained in a yield of 62% on an allylamine basis, while the yield of beta-aminopropyl triethoxy silane was 4% on an allylamine basis.

Provenance & Evidence