反応 #62986

反応方程式

2-n-butyl-3-(3,4-methylenedioxyphenyl)acrylaldehyde

hydrogen chloride

methanol

→

2-n-butyl-3-methoxy-5,6-methylenedioxyindene

収率 90.0%

反応条件

後処理

1. 1
   その他Upon confirmation of full consumption of the raw material by thin-layer chromatography (eluent
2. 2
   workup.ADDITIONa 5:1 mixture of n-hexane and ether), the
3. 3
   その他bubbling of hydrogen chloride gas
4. 4
   workup.ADDITIONWater was added to the reaction mixture
5. 5
   抽出followed by extraction of the resultant mixture with ether
6. 6
   洗浄After the resultant ether solution was washed with water
7. 7
   乾燥a saturated aqueous solution of sodium hydrogencarbonate and water successively, the ether solution was dried over anhydrous magnesium sulfate
8. 8
   濃縮concentrated under reduced pressure
9. 9
   その他The residue was purified by column chromatography on silica gel (eluent
10. 10
    workup.ADDITIONa 10:1 mixture of n-hexane and ether)

実験手順

Dissolved in 80 ml of methanol was 12 g of 2-n-butyl-3-(3,4-methylenedioxyphenyl)acrylaldehyde, into which hydrogen chloride qas was blown under ice-salt cooling. Upon confirmation of full consumption of the raw material by thin-layer chromatography (eluent: a 5:1 mixture of n-hexane and ether), the bubbling of hydrogen chloride gas was stopped. Water was added to the reaction mixture, followed by extraction of the resultant mixture with ether. After the resultant ether solution was washed with water, a saturated aqueous solution of sodium hydrogencarbonate and water successively, the ether solution was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: a 10:1 mixture of n-hexane and ether) to give 11.4 g of 2-n-butyl-3-methoxy-5,6-methylenedioxyindene as an oily substance (yield: 90%).

出典