반응 #348437

반응 방정식

2,2,2,-Trichloroethyl 3-bromo-3-methyl-7-(2-phenylacetamido)cepham-4-carboxylate

aniline

→

2,2,2-trichloroethyl 2-anilinomethyl-2-methyl-6-(2-phenylacetamido)penam-3-carboxylate

수율 48.0%

용매

methylene chloride

반응 조건

후처리

1. 1
   온도cooling
2. 2
   workup.STIRRINGthe mixture was stirred for 4 hours at the same temperature
3. 3
   여과the reaction mixture was filtered
4. 4
   세척The filtrate was washed with a dilute aqueour solution of phosphoric acid
5. 5
   건조with water, dried over magnesium sulfate
6. 6
   농축concentrated
7. 7
   세척eluted with chloroform
8. 8
   기타The eluate was separated into fractions of each about 20 ml
9. 9
   기타the second to eighth fractions were collected
10. 10
    workup.DISTILLATIONthe solvent was distilled off

실험 절차

2,2,2,-Trichloroethyl 3-bromo-3-methyl-7-(2-phenylacetamido)cepham-4-carboxylate (1.10 g) was dissolved in methylene chloride (15 ml) and to this solution was added aniline (0.28 g). And to the solution was added silver fluoroborate (0.45 g) under stirring under ice-cooling and the mixture was stirred for 4 hours at the same temperature. After the reaction was completed, the reaction mixture was filtered. The filtrate was washed with a dilute aqueour solution of phosphoric acid and then with water, dried over magnesium sulfate and concentrated. The residue was subjected to column chromatography on silica gel (25 g) and eluted with chloroform. The eluate was separated into fractions of each about 20 ml and the second to eighth fractions were collected and then the solvent was distilled off to give 2,2,2-trichloroethyl 2-anilinomethyl-2-methyl-6-(2-phenylacetamido)penam-3-carboxylate (0.54 g), mp 148° to 149° C.

출처