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Anisole → Methyl 6-oxo-1,6-dihydropyridine-3-carboxylate

HRID 337539
ノート
印刷プレビュー

反応式

HRID 337539 の反応式
COC1C=CC(C[O:8][C:9]2[CH:18]=[CH:17][C:12]([C:13]([O:15][CH3:16])=[O:14])=[CH:11][N:10]=2)=CC=1.C1(OC)C=CC=CC=1>FC(F)(F)C(O)=O>[O:8]=[C:9]1[CH:18]=[CH:17][C:12]([C:13]([O:15][CH3:16])=[O:14])=[CH:11][NH:10]1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 7519AnisoleHCID 23144104Methyl 6-(4-methoxybenzyloxy)nicotinate

生成物 1

HCID 416343Methyl 6-oxo-1,6-dihydropyridine-3-carboxylate収率 89.3%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

Methyl 6-(4-methoxybenzyloxy)nicotinate (2.66 g, 9.73 mmol) obtained in Step 2 and anisole (10.6 mL) were dissolved in trifluoroacetic acid (15 mL), followed by stirring at room temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure, and saturated sodium hydrogencarbonate was added to the resulting residue, followed by extraction with chloroform. The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was distilled away under reduced pressure. The precipitated solid was collected by filtration to afford methyl 2-oxo-1,2-dihydropyridine-5-carboxylate (1.33 g, 89%).

このページの内容参加物実験手順後処理出典と根拠反応ノート

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure, and saturated sodium hydrogencarbonate
  2. additionwas added to the resulting residue
  3. extractionfollowed by extraction with chloroform
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled away under reduced pressure
  6. filtrationThe precipitated solid was collected by filtration

出典と根拠

ORDレコード
ord-58d15164297c4b9f9c7a1a40758478d9
出典データセット
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08889718B2

反応ノート

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