Реакция #348451

Уравнение реакции

Methyl 2-bromomethyl-2-methyl-6-(2-phenoxyacetamido)penam- 3-carboxylate

methanol

→

Methyl 3-methoxy-3-methyl-7-(2-phenoxyacetamido)cepham- 4-carboxylate

Растворители

methylene chloride

Условия реакции

Обработка

1. 1
   ДругоеAfter the reaction
2. 2
   Фильтрацияthe reaction mixture was filtered
3. 3
   Промывкаthe filtrate was washed with a dilute sodium bicarbonate aqueous solution
4. 4
   СушкаThe solution was dried over magnesium sulfate
5. 5
   Концентрированиеconcentrated
6. 6
   Промывкаeluted with chloroform
7. 7
   ДругоеThe elute was separated into fractions of each about 20 ml
8. 8
   Другоеthe seventh to tenth fractions were collected
9. 9
   workup.DISTILLATIONThe solvent was distilled off

Методика

Methyl 2-bromomethyl-2-methyl-6-(2-phenoxyacetamido)penam- 3-carboxylate (0.88 g) was dissolved in methylene chloride (13 ml) containing methanol. To the solution was added silver fluoroborate (0.45 g), and the mixture was stirred for 2 hours. After the reaction, the reaction mixture was filtered and the filtrate was washed with a dilute sodium bicarbonate aqueous solution and then with water. The solution was dried over magnesium sulfate and concentrated. The residue was subjected to column chromatography on silica gel (25 g) and eluted with chloroform. The elute was separated into fractions of each about 20 ml and the seventh to tenth fractions were collected. The solvent was distilled off to give Methyl 3-methoxy-3-methyl-7-(2-phenoxyacetamido)cepham- 4-carboxylate (0.60 g).

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