Sodium methanolate methanol → Methyl 2-bromo-5-methoxyisonicotinate

HRID 1468291ノート

反応式

HRID 1468291 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([C:10](F)=[CH:11][N:12]=1)[C:5]([O:7][CH2:8]C)=[O:6].[CH3:14][O-:15].[Na+].CO>CO>[Br:1][C:2]1[CH:3]=[C:4]([C:10]([O:15][CH3:14])=[CH:11][N:12]=1)[C:5]([O:7][CH3:8])=[O:6]

参加物

4

反応物 2

HCID 23694274Sodium methanolate methanolHCID 46311464Ethyl 2-bromo-5-fluoroisonicotinate

生成物 1

HCID 86710106Methyl 2-bromo-5-methoxyisonicotinate収率 36%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Ethyl 2-bromo-5-fluoroisonicotinate (434 mg, 1.75 mmol) obtained in step 1 was dissolved in methanol (3.50 mL), and the solution was stirred at room temperature for 30 minutes after adding a 28% sodium methoxide-methanol solution (1.69 g, 8.75 mmol). The reaction mixture was extracted with ethyl acetate after adding water. The organic layer was washed with water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give methyl 2-bromo-5-methoxyisonicotinate (154 mg, yield 36%).

後処理

  1. extractionThe reaction mixture was extracted with ethyl acetate
  2. additionafter adding water
  3. washThe organic layer was washed with water and saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-5f033193a1124361a2e8e0e7830b94b8
出典データセット
uspto-grants-2015_04
特許番号
US09000186B2

反応ノート

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