반응 #348449

반응 방정식

2,2,2-Trichloroethyl 2-bromomethyl-2-methyl-6-(2-phenylacetamido)penam-3-carboxylate

tetrahydrofuran

→

2,2,2-trichloroethyl 3-methyl-3-methoxy-7-(2-phenylacetamido)-cepham-4-carboxylate

용매

methanol

반응 조건

후처리

1. 1
   온도under cooling
2. 2
   농축The reaction mixture was concentrated
3. 3
   workup.DISSOLUTIONthe obtained residue was dissolved in chloroform
4. 4
   세척This solution was washed with a saturated sodium bicarbonate aqueous solution and with water
5. 5
   건조dried over magnesium sulfate
6. 6
   기타The residue obtained
7. 7
   workup.DISTILLATIONby distilling off the solvent
8. 8
   기타The obtained crystals were recrystallized from carbon tetrachloride

실험 절차

2,2,2-Trichloroethyl 2-bromomethyl-2-methyl-6-(2-phenylacetamido)penam-3-carboxylate (0.55 g) was dissolved in a mixture of tetrahydrofuran (5 ml) and methanol (5 ml). To this solution was added silver fluoroborate (0.24 g) under cooling and then the mixture was stirred for 1 hour. The reaction mixture was concentrated and the obtained residue was dissolved in chloroform. This solution was washed with a saturated sodium bicarbonate aqueous solution and with water and dried over magnesium sulfate. The residue obtained by distilling off the solvent was subjected to chromatography on silica gel using chloroform as developing solvent. The obtained crystals were recrystallized from carbon tetrachloride to give 2,2,2-trichloroethyl 3-methyl-3-methoxy-7-(2-phenylacetamido)-cepham-4-carboxylate (0.27 g), mp. 132° to 133° C.

출처