反応 #94054

反応方程式

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

hydrogen

→

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

収率 51.5%

溶媒

ethyl acetate

反応条件

後処理

1. 1
   ろ過After the catalyst was filtered off from the reaction mixture
2. 2
   抽出the filtrate was extracted with 50 ml of 2% aquous sodium hydrogencarbonate solution
3. 3
   その他After the aqueous layer was separated
4. 4
   workup.ADDITIONby adding diluted hydrochloric acid
5. 5
   抽出the aqueous layer was extracted again with ethyl acetate
6. 6
   洗浄The ethyl acetate layer was washed with water
7. 7
   その他dried
8. 8
   workup.DISTILLATIONdistilled under reduced pressure
9. 9
   その他There was obtained

実験手順

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:

出典