Methyl 1-methyl-2-oxo-1,2-dihydropyridine-4-carboxylate → 1-Methyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid

HRID 626186ノート

反応式

HRID 626186 の反応式
[CH3:1][N:2]1[CH:7]=[CH:6][C:5]([C:8]([O:10]C)=[O:9])=[CH:4][C:3]1=[O:12]>CO.O>[CH3:1][N:2]1[CH:7]=[CH:6][C:5]([C:8]([OH:10])=[O:9])=[CH:4][C:3]1=[O:12]

参加物

4

反応物 1

HCID 819408Methyl 1-methyl-2-oxo-1,2-dihydropyridine-4-carboxylate

生成物 1

HCID 8199231-Methyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid収率 60%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

To a stirred solution of methyl 1-methyl-2-oxo-1,2-dihydropyridine-4-carboxylate (1 g, 1.0 eq) in 25 mL MeOH was added a solution of LiOHH2O (755 mg, 3.0 eq) in 5 mL water at rt. The reaction was then stirred at rt for 2 h. Then the solvent was removed in vacuo, and water was added to the residue, followed by addition of 3N HCl (aq) to adjust pH=1˜3. The product was collected by filtration and washed with water to give the product as white solid (540 mg, 60% yield). 1H NMR (400 MHz, DMSO-d6) δ 13.56 (brs, 1H), 7.80 (d, J=7.2 Hz, 1H), 6.83 (d, J=1.6 Hz, 1H), 6.53 (d, J=6.8 Hz, 1.6 Hz, 1H), 3.46 (s, 3H).

後処理

  1. customThen the solvent was removed in vacuo, and water
  2. additionwas added to the residue
  3. additionfollowed by addition of 3N HCl (aq)
  4. filtrationThe product was collected by filtration
  5. washwashed with water

出典と根拠

ORDレコード
ord-a1120d430b0940b1be6b99641f1b39fa
出典データセット
uspto-grants-2016_04
特許番号
US09309211B2

反応ノート

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