反応 #461664

反応方程式

4-hydroxybenzaldehyde

(R)-(-)-glycidyl m-nitrobenzenesulfonate

potassium carbonate

→

title compound

収率 89.1%

(R)-(-)-4-(oxiranylmethoxy)-benzaldehyde

収率 89.1%

溶媒

methyl ethyl ketone

反応条件

後処理

1. 1
   温度the mixture was refluxed
2. 2
   温度with heating for 2.5 hours
3. 3
   ろ過The reaction mixture was filtered
4. 4
   濃縮the filtrate was concentrated under reduced pressure
5. 5
   抽出The obtained residue was extracted with ethyl acetate
6. 6
   洗浄The extract was washed with water
7. 7
   乾燥dried with magnesium sulfate
8. 8
   ろ過filtered
9. 9
   濃縮the filtrate was concentrated under reduced pressure
10. 10
    その他purified with chloroform

実験手順

In 800 ml of anhydrous methyl ethyl ketone was dissolved 23.54 g of 4-hydroxybenzaldehyde and 50 g of (R)-(-)-glycidyl m-nitrobenzenesulfonate. To the solution was added 34.6 g of anhydrous potassium carbonate, and the mixture was refluxed with heating for 2.5 hours. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The obtained residue was extracted with ethyl acetate. The extract was washed with water, dried with magnesium sulfate and filtered, and the filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography and purified with chloroform to give 30.6 g of the title compound (yield 89%).

出典