Hydrochloric Acid → 2-n-Butyl-3-methoxy-5,6-methylenedioxyindene

HRID 2352328ノート

反応式

HRID 2352328 の反応式
[CH2:1]([C:5](=[CH:8][C:9]1[CH:14]=[CH:13][C:12]2[O:15][CH2:16][O:17][C:11]=2[CH:10]=1)[CH:6]=[O:7])[CH2:2][CH2:3][CH3:4].Cl.[CH3:19]O>>[CH2:1]([C:5]1[CH2:8][C:9]2[C:14]([C:6]=1[O:7][CH3:19])=[CH:13][C:12]1[O:15][CH2:16][O:17][C:11]=1[CH:10]=2)[CH2:2][CH2:3][CH3:4]

参加物

4

反応物 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 537308032-n-Butyl-3-(3,4-methylenedioxyphenyl)acrylaldehyde

生成物 1

HCID 198442392-n-Butyl-3-methoxy-5,6-methylenedioxyindene収率 90%

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 gas 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, 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%).

後処理

  1. customUpon confirmation of full consumption of the raw material by thin-layer chromatography (eluent
  2. additiona 5:1 mixture of n-hexane and ether), the
  3. custombubbling of hydrogen chloride gas
  4. additionWater was added to the reaction mixture
  5. extractionfollowed by extraction of the resultant mixture
  6. extractionfollowed by extraction of the resultant mixture with ether
  7. washAfter the resultant ether solution was washed with water
  8. dry with materiala saturated aqueous solution of sodium hydrogencarbonate and water successively, the ether solution was dried over anhydrous magnesium sulfate
  9. concentrationconcentrated under reduced pressure
  10. customThe residue was purified by column chromatography on silica gel (eluent
  11. additiona 10:1 mixture of n-hexane and ether)

出典と根拠

ORDレコード
ord-5d1df5c8071747c79535c090d10c0075
出典データセット
uspto-grants-1989_10
特許番号
US04876345

反応ノート

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