Ammonia → Isophorone diamine

Participants

Reaction Steps

Through a tubular reactor (diameter 16 mm, packing height 50 cm, oil-heated double jacket), installed up-stream of the hydrogenation reactor and packed with 63.5 g (100 ml) of titanium dioxide (anatase) in the form of 1.5 mm extrudates there were passed upwardly, per hour, 80.4 g of a 50% solution of isophoronenitrile (purity 99.0%) in tetrahydrofuran and 303.0 g of liquid ammonia at a pressure of 250 bar and a temperature of 80° C. Hydrogen was then added to the stream at a rate of 60 standard liters (2.7 moles) per hour, and the effluent from the in-line imination reactor was passed upwardly through the hydrogenation reactor at a pressure or 250 bar and a temperature of 120° C. Gas-chromatographic analysis of the hydrogenation product gave 95.2% of isophoronediamine in addition to 0.8% of 1,3,3-trimethyl-6-azabicyclo[3.2.1]octane, corresponding to a diamine yield of 96.2% of theory.

Provenance & Evidence