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

HRID 1195302ノート

反応式

HRID 1195302 の反応式
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

参加物

8

反応物 5

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-45344b7308bd4bdf8758bd4bd4efbdd3
出典データセット
uspto-grants-1992_05
特許番号
US05110956

反応ノート

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