Реакция #55541

Уравнение реакции

ethyl 2-(2-tritylaminothiazol-4-yl)-2-allyloxyiminoacetate

formic acid

→

ethyl 2-(2-aminothiazol-4-yl)-2-allyloxyiminoacetate

Выход 82.9%

Растворители

tetrahydrofuran

Условия реакции

Обработка

1. 1
   КонцентрированиеAfter concentrating the resultant solution in vacuo
2. 2
   workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
3. 3
   Промывкаwashed with an aqueous solution of sodium bicarbonate
4. 4
   Сушкаa saturated aqueous solution of sodium chloride in turn, and dried over magnesium sulfate
5. 5
   КонцентрированиеAfter concentrating the resultant solution in vacuo

Методика

A solution of ethyl 2-(2-tritylaminothiazol-4-yl)-2-allyloxyiminoacetate (syn isomer, 8.7 g), 50% formic acid (42.5 ml) and tetrahydrofuran (42.5 ml) was stirred at 60° C. for 40 minutes. After concentrating the resultant solution in vacuo, the residue was dissolved in ethyl acetate, washed with an aqueous solution of sodium bicarbonate and a saturated aqueous solution of sodium chloride in turn, and dried over magnesium sulfate. After concentrating the resultant solution in vacuo, the residue was subjected to column chromatography on silica gel with benzene and ethyl acetate in turn, to give ethyl 2-(2-aminothiazol-4-yl)-2-allyloxyiminoacetate (syn isomer, 3.7 g), mp. 102° to 104° C.

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