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

HRID 2352328노트

반응식

HRID 2352328 반응식
[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]

참가 물질

4

반응물 3

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

생성물 1

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

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-5d1df5c8071747c79535c090d10c0075
출처 데이터셋
uspto-grants-1989_10
특허 번호
US04876345

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