반응 #94054

반응 방정식

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

hydrogen

→

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

수율 51.5%

용매

ethyl acetate

반응 조건

후처리

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

실험 절차

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:

출처