Caprolactam → 2H-Azepin-2-one, 1-butylhexahydro-

Temperature

150 °C

113.2 g of fresh caprolactam (1.0 mol) is dissolved in 250 g of crude distillate containing 3.4% of caprolactam (8.5 g of caprolactam prepared as in a), and the resulting mixture is heated to 150° C. 202 g of a 30.16 wt. % strength sodium methoxide-methanol solution (1.13 mol) is metered in at 140° C. over a period of one hour while distilling methanol. All the methanol is distilled by briefly applying vacuum. 104.5 g of n-butyl chloride (1.13 mol) is then metered in at 140° C. over a period of one hour. After allowing the mixture to continue reacting for 4 hours, the reaction mixture is subjected to an initial cooling, and all the NBC is distilled from the sodium chloride in vacuo; boiling point of NBC: 90° C./0.5 mbar. Weight: 406 g. GC Purity: 96.3% of NBC, 2.7% of caprolactam. Yield: 83.0% of theory or 91.2% if caprolactam is recycled. NBC can be redistilled through a column to give a product having a purity of about 99%.

1. customprepared as in a), and the resulting mixture
2. distillationwhile distilling methanol
3. distillationAll the methanol is distilled
4. temperaturean initial cooling
5. distillationall the NBC is distilled from the sodium chloride in vacuo
6. custom90° C./0.5 mbar
7. distillationNBC can be redistilled through a column
8. customto give a product

ORD record

ord-04d2d73cc6f64e79a2da71c07adfda10

Source dataset

uspto-grants-1996_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05508396