반응 #62986

반응 방정식

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

hydrogen chloride

methanol

→

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

수율 90.0%

반응 조건

후처리

1. 1
   기타Upon 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
   기타bubbling of hydrogen chloride gas
4. 4
   workup.ADDITIONWater was added to the reaction mixture
5. 5
   추출followed by extraction of the resultant mixture with ether
6. 6
   세척After the resultant ether solution was washed with water
7. 7
   건조a saturated aqueous solution of sodium hydrogencarbonate and water successively, the ether solution was dried over anhydrous magnesium sulfate
8. 8
   농축concentrated under reduced pressure
9. 9
   기타The residue was purified by column chromatography on silica gel (eluent
10. 10
    workup.ADDITIONa 10:1 mixture of n-hexane and ether)

실험 절차

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%).

출처