Reacción #94054

Ecuación de reacción

7-phenoxyacetoamido-3-chloro-3-methyl-cepham-4-carboxylic acid p-nitrobenzylester

hydrogen

→

7-phenoxyacetoamido-3-chloro-3-methyl-cepham-4-carboxylic acid

Rendimiento 51.5%

Disolventes

ethyl acetate

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónAfter the catalyst was filtered off from the reaction mixture
2. 2
   Extracciónthe filtrate was extracted with 50 ml of 2% aquous sodium hydrogencarbonate solution
3. 3
   OtroAfter the aqueous layer was separated
4. 4
   workup.ADDITIONby adding diluted hydrochloric acid
5. 5
   Extracciónthe aqueous layer was extracted again with ethyl acetate
6. 6
   LavadoThe ethyl acetate layer was washed with water
7. 7
   Otrodried
8. 8
   workup.DISTILLATIONdistilled under reduced pressure
9. 9
   OtroThere was obtained

Procedimiento

In 30 ml of ethyl acetate was dissolved 470 mg of 7-phenoxyacetoamido-3-chloro-3-methyl-cepham-4-carboxylic acid p-nitrobenzylester. To the solution was added 470 mg of 5% palladium-charcoal and the solution was stirred for 19 hours in a stream of hydrogen. After the catalyst was filtered off from the reaction mixture, the filtrate was extracted with 50 ml of 2% aquous sodium hydrogencarbonate solution. After the aqueous layer was separated and adjusted to pH 2 by adding diluted hydrochloric acid, the aqueous layer was extracted again with ethyl acetate. The ethyl acetate layer was washed with water, dried and distilled under reduced pressure. There was obtained 179 mg of 7-phenoxyacetoamido-3-chloro-3-methyl-cepham-4-carboxylic acid as a colourless powder (yield, 15%). The following NMR spectra agreed with those expected from the anticipated structure:

Fuente