Reacción #45820

Ecuación de reacción

methyl 4-acetylamino-2-tert-butyl-5-phenyl-1-benzofuran-7-carboxylate

hydrogen carbonate 1,4-dioxane

sodium bicarbonate water

→

compound

Rendimiento 48.2%

Methyl 4-amino-2-tert-butyl-5-phenyl-1-benzofuran-7-carboxylate

Rendimiento 48.2%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe reaction liquid
2. 2
   Extracciónfollowed by extraction with ethyl acetate (200 ml)
3. 3
   SecadoThe organic layer was dried over anhydrous sodium sulfate
4. 4
   Concentraciónconcentrated under reduced pressure
5. 5
   Otrothe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=3:1→1:1)

Procedimiento

A methanol (60 ml) solution of methyl 4-acetylamino-2-tert-butyl-5-phenyl-1-benzofuran-7-carboxylate (I-253) (2.28 g, 6.24 mmol) and 4 N hydrogen carbonate/1,4-dioxane solution (15.6 ml, 62.4 mmol) were stirred overnight at room temperature, then heated up to 50° C. and stirred for 5 hours. The reaction liquid was put into saturated sodium bicarbonate water (300 ml), followed by extraction with ethyl acetate (200 ml). The organic layer was dried over anhydrous sodium sulfate, concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=3:1→1:1) to obtain the entitled compound (972 mg, 48%) as a yellow white solid. Starting material recovery, 1.10 g (48%).

Fuente