Methyl 2,4-Difluorobenzoate → Methyl 4-fluoro-2-methoxybenzoate

HRID 1403583ノート

反応式

HRID 1403583 の反応式
F[C:2]1[CH:11]=[C:10]([F:12])[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[CH3:13][O-:14].[Na+]>O1CCOCC1.O>[F:12][C:10]1[CH:9]=[CH:8][C:3]([C:4]([O:6][CH3:7])=[O:5])=[C:2]([O:14][CH3:13])[CH:11]=1

参加物

5

反応物 2

HCID 2782897Methyl 2,4-DifluorobenzoateHCID 10942334Sodium Methoxide

生成物 1

HCID 10241478Methyl 4-fluoro-2-methoxybenzoate収率 93.6%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
100 °C

実験手順

To a solution of methyl 2,4-difluorobenzoate (50 g, 290 mmol) in dioxane (300 mL) was added sodium methoxide (18.0 g, 333.21 mmol) and the reaction was stirred for 48 hours at 100° C. in an oil bath. The reaction mixture was cooled to room temperature and diluted with H2O (200 mL). The mixture was extracted with ethyl acetate (3×150 mL). The organic layers were combined, dried over anhydrous magnesium sulfate, and concentrated in vacuo to afford methyl 4-fluoro-2-methoxybenzoate as colorless oil (50.0 g, 92%).

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. extractionThe mixture was extracted with ethyl acetate (3×150 mL)
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-65740b99590b402fbb6c3345eb9bf606
出典データセット
uspto-grants-2014_12
特許番号
US08912188B2

反応ノート

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