반응 #1166462

반응 방정식

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

benzyl bromide

sodium carbonate

→

title compound

수율 37.0%

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

수율 37.0%

용매

DMF

반응 조건

후처리

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

실험 절차

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%)

출처