Reaction #56355

Reaction equation

ε-caprolactam

n-hexylamine

water

→

Caprolactam n-Hexylamine

Conditions

Workup

1. 1
   workup.ADDITIONpressure reactor was charged with 50 g
2. 2
   TemperatureThe reactor was cooled in a dry ice-acetone bath
3. 3
   Otherevacuatively purged twice with nitrogen
4. 4
   Otherevacuated
5. 5
   Extractionportion was extracted by centrifugation first with about 900 ml
6. 6
   Other, and could be readily crushed to a fine powder
7. 7
   Other, corresponding to a degree of polymerization (DP) of about 9
8. 8
   Otherat 196°-198° C.

Procedure

A 200-ml. pressure reactor was charged with 50 g. (0.442 mole) of ε-caprolactam (CL), 10 g. (0.099 mole) of n-hexylamine (HA) and 0.2 g. (0.011 mole) of water. The reactor was cooled in a dry ice-acetone bath, evacuatively purged twice with nitrogen, evacuated, and heated at 250° C. for 16 hours with the contents under autogenous pressure. The cooled product was a soft white solid. A 45-g. portion was extracted by centrifugation first with about 900 ml. of 1:1 acetone:water and secondly with acetone. The air-dried residue weighed 25.5 g., and could be readily crushed to a fine powder. Analysis showed 865 equivalents of amino end groups per 106 g., corresponding to a degree of polymerization (DP) of about 9. Differential scanning calorimetry (DSC) showed a major melting endotherm at 196°-198° C.

Source