Ammonia → Hexanamide, 6-amino-

Temperature

80 °C

25 parts of methyl 5-cyanovalerate in 40 parts of methanol are heated to 120° C in a vibratory autoclave together with 24 parts of liquid ammonia and maintained at said temperature for 6 hours. After cooling and venting the autoclave, addition is made of 2.25 parts of a nickel catalyst (77% by weight of nickel) as prepared in Example 1, suspended in 24 parts of methanol. Ammonia and methanol lost during venting are replenished. The pressure is raised to a total pressure of 100 bars by pumping in hydrogen at room temperature. After heating to 80° C, the total pressure is 150 bars. Hydrogenation is continued with replenishment of the hydrogen until no further hydrogen is absorbed. After cooling and venting the autoclave, the reaction mixture is filtered to isolate the catalyst and the filtrate is evaporated to dryness. There are thus obtained 22.4 parts of 6-aminocaproamide (97% of theory), m.p. 49° to 50° C. The IR spectrum of this product and that of authentic 6-aminocaproamide are identical.

1. temperaturemaintained
2. customfor 6 hours
3. temperatureAfter cooling
4. additionthe autoclave, addition
5. customas prepared in Example 1
6. temperatureThe pressure is raised to a total pressure of 100 bars
7. customis absorbed
8. temperatureAfter cooling
9. filtrationthe reaction mixture is filtered
10. customto isolate the catalyst
11. customthe filtrate is evaporated to dryness

ORD record

ord-414dea91ef8346f58b9d552b63f90420

Source dataset

uspto-grants-1978_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04119665