Iodine → 2-[3,4-(Methylenedioxy)phenyl]-2-butanol

HRID 1195302

반응식

HRID 1195302 반응식
II.[Mg].Br[CH2:5][CH3:6].[C:7]([C:10]1[CH:18]=[CH:17][C:13]2[O:14][CH2:15][O:16][C:12]=2[CH:11]=1)(=[O:9])[CH3:8].[Cl-].[NH4+]>O1CCCC1.O>[O:14]1[C:13]2[CH:17]=[CH:18][C:10]([C:7]([OH:9])([CH2:5][CH3:6])[CH3:8])=[CH:11][C:12]=2[O:16][CH2:15]1

참가 물질

8

반응물 5

HCID 807IodineHCID 6332Ethyl BromideHCID 25517Ammonium ChlorideHCID 76622AcetopiperoneHCID 5462224Magnesium

생성물 1

HCID 190016982-[3,4-(Methylenedioxy)phenyl]-2-butanol수율 95.9%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회

실험 절차

15 ml of tetrahydrofuran and a catalytic amount of iodine were added to 340 mg of magnesium ribbon to obtain a mixture. 1.59 g of bromoethane was gradually added to the mixture in a stream of nitrogen in such a way that the reaction system was mildly refluxed. The resulting mixture was heated under reflux for 30 minutes and cooled, followed by the addition of a solution of 2 g of 5-acetyl-1,3-benzodioxole in tetrahydrofuran. The obtained mixture was stirred at a room temperature for 20 minutes, followed by the addition of a saturated aqueous solution of ammonium chloride and water. The obtained mixture was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of common salt, dried over anhydrous magnesium sulfate and filtered. The filtrate was distilled to remove the solvent. 2.27 g of the title compound was obtained as a crude oil.

후처리

  1. customto obtain a mixture
  2. temperaturewas mildly refluxed
  3. temperatureThe resulting mixture was heated
  4. temperatureunder reflux for 30 minutes
  5. temperaturecooled
  6. extractionThe obtained mixture was extracted with ethyl acetate
  7. washThe organic layer was washed with a saturated aqueous solution of common salt
  8. dry with materialdried over anhydrous magnesium sulfate
  9. filtrationfiltered
  10. distillationThe filtrate was distilled
  11. customto remove the solvent

출처 및 근거

ORD 기록
ord-45344b7308bd4bdf8758bd4bd4efbdd3
출처 데이터셋
uspto-grants-1992_05
특허 번호
US05110956

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