Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Caprolactam | HCID 7768 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-Ethylhexanoyl chloride | HCID 79103 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 20525473 | HCID 20525473 | — |
Reaction Steps
113 g (1.0 mol) of ε-caprolactam are dissolved in 200 ml of water, and refluxed for 4 hours with 120 g (1.0 mol) of 33% sodium hydroxide solution. The batch is cooled to 20° C., and 158.4 g (0.975 mol) of 2-ethylhexanoic acid chloride as well as simultaneously about 120 g of 33% sodium hydroxide solution (for maintaining a pH of 12) are added dropwise within 1 hour at 20°-25° C. The solution is further stirred until no sodium hydroxide solution is consumed any longer, and subsequently acidified at 50° C. with semiconcentrated hydrochloric acid in order to obtain a pH of 1. Separation is carried out in warm state, and the acid is washed with 350 ml of water. Subsequently, it is dehydrated in a rotation evaporator at 75° C./100 mm Hg, and separated as nearly colorless viscous oil, which solidifies to crystals after some time. Yield 233 g (93%). Acid number 225, water content 0.4%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04348302 |
|---|
| Source dataset | uspto-grants-1982_09 |
|---|
| ORD ID | ord-01c7a033a030463b98b495355cc8f977 |
|---|
| Source note | uspto-grants-1982_09 |
|---|