Реакция #348450

Уравнение реакции

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

isopropanol

→

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

Растворители

tetrahydrofuran

Условия реакции

Обработка

1. 1
   Температураcooling
2. 2
   КонцентрированиеThe reaction mixture was concentrated
3. 3
   workup.DISSOLUTIONthe obtained residue was dissolved in chloroform
4. 4
   ПромывкаThis solution was washed with a saturated sodium bicarbonate aqueous solution and with water
5. 5
   Сушкаdried over magnesium sulfate
6. 6
   ДругоеThe residue obtained
7. 7
   workup.DISTILLATIONby distilling off the solvent
8. 8
   Другоеwas purified by chromatography on silica gel

Методика

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 isopropanol (5 ml). To this solution was added silver fluoroborate (0.24 g) under ice-cooling and 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 then dried over magnesium sulfate. The residue obtained by distilling off the solvent was purified by chromatography on silica gel using chloroform as developing solvent to give oily 2,2,2-trichloroethyl 3-methyl-3-isopropoxy-7-(2-phenylacetamido)-cepham-4-carboxylate (0.10 g).

Источник