Methyl iodide → 2,7-Dibromo-9,9-dimethylfluorene

HRID 79848

反応式

HRID 79848 の反応式
[Br:1][C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6](=[CH:7][C:8]([Br:15])=[CH:9][CH:10]=3)C[C:4]=2[CH:3]=1.[OH-].[K+].[CH3:18]I.C(O[CH2:24][CH3:25])(=O)C>CS(C)=O>[Br:1][C:2]1[CH:3]=[CH:4][C:12]2[C:11]3[C:6](=[CH:7][C:8]([Br:15])=[CH:9][CH:10]=3)[C:24]([CH3:25])([CH3:18])[C:13]=2[CH:14]=1

参加物

6

反応物 4

HCID 6328Methyl iodideHCID 8857Ethyl AcetateHCID 14797Potassium HydroxideHCID 1400732,7-Dibromofluorene

生成物 1

HCID 121238762,7-Dibromo-9,9-dimethylfluorene収率 100%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

To a stirred solution of 2,7-dibromo-9H-fluorene (1.0 g, 3.1 mmol), KI (50 mg, 0.3 mmol) and KOH (750 mg, 13.3 mmol) in DMSO was added methyl iodide (0.42 mL, 6.8 mmol). The mixture was stirred at room temperature for 16 hours, then diluted with ethyl acetate (100 mL). The organic layer was washed with water and brine, dried over Na2SO4, filtered and concentrated in vacuo. The obtained residue was purified by flash chromatography to provide the desired product 2,7-Dibromo-9,9-dimethyl-9H-fluorene as a white solid (1.1 g, 100%).

後処理

  1. washThe organic layer was washed with water and brine
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe obtained residue was purified by flash chromatography

出典と根拠

ORDレコード
ord-695b7d74410c487ca6e83285e3251756
出典データセット
uspto-grants-2014_09
特許番号
US08841278B2

関連ノート

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