Réaction #55094

Équation de réaction

hydroxylamine hydrochloride

sodium

ethyl α-naphthylcarbamoylacetate

hydroxylamine

→

α-Naphthylcarbamoylacetohydroxamic acid

Rendement 62.0%

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   AutreAfter leaving the reactants in contact for 5 hours
2. 2
   Autrethe mixture is evaporated to dryness in vacuo
3. 3
   Filtrationthe solution is filtered over charcoal
4. 4
   Autrethe product is precipitated cold with 3 N HCl
5. 5
   Filtrationfiltered off
6. 6
   Lavagewashed with water
7. 7
   AutreCRL 40,518 is obtained by recrystallisation from ethanol

Mode opératoire

19.3 g (0.075 mol) of ethyl α-naphthylcarbamoylacetate are treated with a solution of hydroxylamine, prepared from 5.6 g (0.08 mol) of hydroxylamine hydrochloride and 3.68 g of sodium in 250 ml of methanol. After leaving the reactants in contact for 5 hours, the mixture is evaporated to dryness in vacuo, the residue is taken up in 400 ml of cold water, the solution is filtered over charcoal, and the product is precipitated cold with 3 N HCl, filtered off and washed with water. CRL 40,518 is obtained by recrystallisation from ethanol. Yield: 62%. Melting point: 184°-186° C. (with decomposition).

Source