Reacción #1166462

Ecuación de reacción

3-methoxy-4-hydroxy-7-acetoxy-2H-l-benzopyran-2-one

benzyl bromide

sodium carbonate

→

title compound

Rendimiento 37.0%

3-methoxy-4-benzyloxy-7-acetoxy-2H-1-benzopyran-2-one

Rendimiento 37.0%

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe solid in the reaction mixture was filtered off
2. 2
   workup.ADDITIONthe filtrate was poured into 200 ml of water
3. 3
   Extracciónextracted with 500 ml of benzene
4. 4
   ConcentraciónThe organic layler was concentrated in vacuo
5. 5
   Secadoafter drying over magnesium sulfate
6. 6
   Otroto give oily residue
7. 7
   OtroThe residue was purified on silica gel column chromatography (eluent: benzene/ethyl acetate=7/3)

Procedimiento

To a mixture of 8.11 g of 3-methoxy-4-hydroxy-7-acetoxy-2H-l-benzopyran-2-one (27.8 mmol) and 5.71 g of benzyl bromide (33.4mmol) in 50 ml of DMF was added 4.61 g of sodium carbonate (33.4 mmol) under argon atmosphere, then the mixture was stirred at 50° for 2 hours. The solid in the reaction mixture was filtered off, the filtrate was poured into 200 ml of water and extracted with 500 ml of benzene. The organic layler was concentrated in vacuo after drying over magnesium sulfate to give oily residue. The residue was purified on silica gel column chromatography (eluent: benzene/ethyl acetate=7/3) to give 3.50 g of the title compound. (yield=33%)

Fuente