反应详情

温度

0 °C

A solution prepared at 0° C., of 555 mg (1.11 mmols) of a crude mixture consisting of 7β-phenoxyacetamido-3-methoxy-ceph-2-em-4α-carboxylic acid p-nitrobenzyl ester and 7β-phenoxyacetamido-3-methoxy-ceph-3-em-4-carboxylic acid p-nitrobenzyl ester in the ratio of about 3:1, in 33 ml of tetrahydrofurane, is mixed, whilst stirring, with 16 ml of an 0.1 N potassium hydroxide solution which has been precooled to 0° C. The mixture is stirred for a further 5 minutes at 0° C., 100 ml of ice water and 100 ml of precooled methylene chloride are then added and the whole is stirred up briefly. Addition of 1 ml of saturated aqueous sodium chloride solution causes the two phases to separate. The organic phase is separated off, and the aqueous phase is again washed with 20 ml of methylene chloride, then covered with 50 ml of methylene chloride and acidified with 20 ml of 2 N hydrochloric acid. After shaking up, the organic phase is separated off and the hydrochloric acid solution is extracted twice more with 10 ml of methylene chloride at a time. The combined methylene chloride extracts are dried over sodium sulphate and evaporated in vacuo. The residue is recrystallised from methylene chloride/diethyl ether/pentane and gives 7β-phenoxyacetamido-3-methoxy-ceph-2-em-4α-carboxylic acid of melting point 142°-145° C.

1. additionis mixed
2. customhas been precooled to 0° C
3. stirringthe whole is stirred up briefly
4. customto separate
5. customThe organic phase is separated off
6. washthe aqueous phase is again washed with 20 ml of methylene chloride
7. stirringAfter shaking up
8. customthe organic phase is separated off
9. extractionthe hydrochloric acid solution is extracted twice more with 10 ml of methylene chloride at a time
10. dry with materialThe combined methylene chloride extracts are dried over sodium sulphate
11. customevaporated in vacuo
12. customThe residue is recrystallised from methylene chloride/diethyl ether/pentane