Sodium Iodide → 2,3-dihydro-2,4,6-trimethyl-7-hydroxy-2-benzyl-1H-indene-1-one

HRID 4999ノート

反応式

HRID 4999 の反応式
[CH3:1][C:2]1([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:10][C:9]2[C:4](=[C:5]([O:13]C)[C:6]([CH3:12])=[CH:7][C:8]=2[CH3:11])[C:3]1=[O:15].[I-].[Na+].[Cl-].[Al+3].[Cl-].[Cl-]>C(#N)C>[CH3:1][C:2]1([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:10][C:9]2[C:4](=[C:5]([OH:13])[C:6]([CH3:12])=[CH:7][C:8]=2[CH3:11])[C:3]1=[O:15]

参加物

5

反応物 3

HCID 5238Sodium IodideHCID 6451240Aluminum(III) ChlorideHCID 148347342,3-dihydro-2,4,6-trimethyl-7-methoxy-2-benzyl-1H-inden-1-one

生成物 1

HCID 143905432,3-dihydro-2,4,6-trimethyl-7-hydroxy-2-benzyl-1H-indene-1-one

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

23.0 Grams of 2,3-dihydro-2,4,6-trimethyl-7-methoxy-2-benzyl-1H-inden-1-one and 25.8 g of sodium iodide were dissolved in 90 ml of acetonitrile. To this solution was added 22.9 g of aluminium chloride at room temperature and stirred for 1 hour. Then the solvent was removed by evaporation under a reduced pressure, and the residue thus obtained was extracted with ethyl acetate. The extract was washed with an aqueous solution saturated with sodium chloride, an aqueous solution of sodium thiosulfate and an aqueous solution saturated with sodium chloride in this order, and the insoluble matters were removed by filtration. The solvent was removed by evaporation and the residue thus obtained was recrystallized from n-hexane to obtain 19.7 of 2,3-dihydro-2,4,6-trimethyl-7-hydroxy-2-benzyl-1H-indene-1-one. Colorless prism-like crystals.

後処理

  1. customThen the solvent was removed by evaporation under a reduced pressure
  2. customthe residue thus obtained
  3. extractionwas extracted with ethyl acetate
  4. washThe extract was washed with an aqueous solution saturated with sodium chloride
  5. customan aqueous solution of sodium thiosulfate and an aqueous solution saturated with sodium chloride in this order, and the insoluble matters were removed by filtration
  6. customThe solvent was removed by evaporation
  7. customthe residue thus obtained
  8. customwas recrystallized from n-hexane

出典と根拠

ORDレコード
ord-adac67716cd442838e451fe27a615b95
出典データセット
uspto-grants-1993_09
特許番号
US05242919

反応ノート

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