反応 #574122

反応方程式

(6-methyl-1,3-benzodioxol-5-yl)-carboxaldehyde

magnesium ribbon

bromoethane

ammonium chloride

→

title compound

収率 95.9%

1-(6-Methyl-1,3-benzodioxol-5-yl)-1-propanol

収率 95.9%

溶媒

tetrahydrofuran

tetrahydrofuran

反応条件

後処理

1. 1
   workup.DISTILLATIONthe obtained mixture was distilled
2. 2
   その他to remove the solvent
3. 3
   抽出The residue was extracted with ethyl acetate
4. 4
   乾燥the organic layer was dried over magnesium sulfate
5. 5
   濃縮concentrated in a vacuum
6. 6
   その他The residue was purified by silica gel column chromatography (ethyl acetate/hexane=2:8)

実験手順

A solution of 2.0 g of (6-methyl-1,3-benzodioxol-5-yl)-carboxaldehyde in 15 ml of anhydrous tetrahydrofuran was dropwise added at a room temperature to a Grignard reagent prepared from 0.32 g of magnesium ribbon, 20 ml of anhydrous tetrahydrofuran and 1.4 g of bromoethane, followed by stirring for 2 hours. A saturated aqueous solution of ammonium chloride was added to the reaction mixture and the obtained mixture was distilled to remove the solvent. The residue was extracted with ethyl acetate and the organic layer was dried over magnesium sulfate and concentrated in a vacuum. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=2:8) to obtain 2.27 g of the title compound as a colorless crystal.

出典