N.[H][H].COC(C)C#N.[C:10]([CH2:12][CH2:13][O:14][CH:15]([O:17][CH2:18][CH2:19][C:20]#[N:21])[CH3:16])#[N:11]>[Ni].CO>[NH2:21][CH2:20][CH2:19][CH2:18][O:17][CH:15]([O:14][CH2:13][CH2:12][CH2:10][NH2:11])[CH3:16].[CH3:15][O:14][CH2:13][CH2:12][CH2:10][NH2:11]Into a 2 liter stirred autoclave was placed 60 g of Raney nickel 2400 and 120 g of anhydrous ammonia. A heel of 200 g of methanol was then pumped into the reactor and the reactor externally heated to 90° C. The pressure was raised to 850 psig with hydrogen. The crude product mixture of methoxypropionitrile (MOPN) and bis(cyanoethoxy)ethane from Example 4 was then pumped into the autoclave at a rate of 5.0 g/min until 999 g of the mixture had been admitted. During the addition the temperature was maintained at 90° C. and the pressure at 850 psig with hydrogen. Following the addition, hydrogen uptake ceased within 30 min. and the reaction was terminated. The contents of the autoclave were cooled and then filtered through Celite™ filtration aid. The filtrate was analyzed by GC and found to be comprised of 16.8 wt % 3-methoxypropylamine (MOPA), 77.0 wt % of bis(3-aminopropoxy)ethane, 0.89 wt % of 3-aminopropoxyethanol, 1.96 wt % of N-methoxypropyl-bis(3-amino-propoxy)ethane, 0.35 wt % of bis(3-methoxypropyl)amine and 3.0 wt % of bis(aminopropoxyethoxypropyl)amine.
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