Anisole → 4-t-Butylphenyl 4-methoxyphenyl ketone

HRID 1857119ノート

反応式

HRID 1857119 の反応式
[C:1]1([O:7][CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:9]([C:13]1[CH:21]=[CH:20][C:16]([C:17](Cl)=[O:18])=[CH:15][CH:14]=1)([CH3:12])([CH3:11])[CH3:10]>FC(F)(F)S([O-])(=O)=O.[Sc+3].FC(F)(F)S([O-])(=O)=O.FC(F)(F)S([O-])(=O)=O.[N+](C)([O-])=O>[CH3:8][O:7][C:1]1[CH:6]=[CH:5][C:4]([C:17]([C:16]2[CH:20]=[CH:21][C:13]([C:9]([CH3:12])([CH3:11])[CH3:10])=[CH:14][CH:15]=2)=[O:18])=[CH:3][CH:2]=1

参加物

5

反応物 2

HCID 7519AnisoleHCID 743724-tert-Butylbenzoyl chloride

生成物 1

HCID 101992554-t-Butylphenyl 4-methoxyphenyl ketone収率 64.3%

試薬・触媒・溶媒 2

HCID 2734571Scandium(III) triflate触媒HCID 6375Nitromethane溶媒

反応条件

温度
60 °C

実験手順

To commercially available nitromethane (5 ml) were added commercially available anisole (541 mg), commercially available 4-t-butylbenzoyl chloride (983 mg) and commercially available scandium(III) trifluoromethanesulfonate (492 mg), and the admixture was stirred at 60° C. for 21 hours. The reaction mixture was partitioned between water and chloroform, and the chloroform layer was then dried with anhydrous magnesium sulfate. After removing the solvent by reduced-pressure distillation, the resulting residue was purified by column chromatography on silica gel eluting with hexane/acetone to obtain 862 mg of the title compound (yield: 64%).

後処理

  1. customThe reaction mixture was partitioned between water and chloroform
  2. dry with materialthe chloroform layer was then dried with anhydrous magnesium sulfate
  3. customAfter removing the solvent
  4. distillationby reduced-pressure distillation
  5. customthe resulting residue was purified by column chromatography on silica gel eluting with hexane/acetone

出典と根拠

ORDレコード
ord-2f2032fb655a4df08f48e84c9dab83f9
出典データセット
uspto-grants-2000_11
特許番号
US06143764

反応ノート

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