반응 #55541

반응 방정식

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

formic acid

→

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

수율 82.9%

용매

tetrahydrofuran

반응 조건

후처리

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

실험 절차

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.

출처