Ammonium Hydroxide → 1-Propanamine, 3-butoxy-

Temperature

60 °C

The previously prepared butoxypropionitrile (224.8 grams) was combined with Raney nickel (20 grams of 50/50 mixture with water) in a 1-liter stainless steel autoclave along with a premixed ethanol/ammonium hydroxide solution (37.5 grams of ammonium hydroxide and 212.5 grams of ethanol). The addition of the ammonium hydroxide limits the reaction that leads to the formation of by-product dibutoxypropylamine. After purging with nitrogen, the reactor was pressurized with 500 psi of hydrogen and heated to 60° C. After 20 hours at this temperature, the reactor was cooled to room temperature and the product discharged. The product was filtered to remove the Raney nickel and then distilled using a simple Vigreux column to extract the butoxypropylamine. The distillation produced a yield of about 79.5% of product and 18.3% of the secondary amine.

1. customthe reaction that
2. customAfter purging with nitrogen
3. temperaturethe reactor was cooled to room temperature
4. filtrationThe product was filtered
5. customto remove the Raney nickel
6. distillationdistilled
7. extractionto extract the butoxypropylamine
8. distillationThe distillation

ORD record

ord-886ea6d7f9604e5fa53bb0dc3bd6edd2

Source dataset

uspto-grants-1995_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05385948