Caprolactam → 6-(((Phenylmethoxy)carbonyl)amino)hexanoic acid

Participants

Reaction Conditions

Reaction Steps

5 g (44.2 mmol) of ε-caprolactam was dissolved in 19.4 g of 20 wt % NaOH and heated to reflux for 3-5 hours. After ε-caprolactam was hydrolyzed completely, the mixture was cooled down to 5-10° C. and 25 g of benzyl chloroformate was added. The mixture was stirred 1 hour at 5˜10° C. and then washed with 25 g of ethyl acetate twice. The pH of the aqueous layer was adjusted to 1-2 by adding 16% HCl and extracted with ethyl acetate twice. Combined ethyl acetate layer was washed with brine. The organic layer was dried by sodium sulfate and concentrated to obtain 6-benzyloxycarbonylamino-hexanoic acid. Purity was 95.0%.

Provenance & Evidence