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

HRID 626186노트

반응식

HRID 626186 반응식
[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]

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-a1120d430b0940b1be6b99641f1b39fa
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309211B2

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