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Sodium Hydroxide → 1-Benzyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid

HRID 1670346
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HRID 1670346 반응식
[CH2:1]([N:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([O:16]C)=[O:15])[C:9]1=[O:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[CH2:1]([N:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([OH:16])=[O:15])[C:9]1=[O:18])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 1478482Methyl 1-benzyl-2-oxo-1,2-dihydropyridine-3-carboxylate

생성물 1

HCID 27640211-Benzyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid수율 75.9%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
0 °C

실험 절차

A solution of methyl 1-benzyl-2-oxo-1,2-dihydropyridine-3-carboxylate (2.4 g, 9.2 mmol, 1.0 eq) in MeOH (25 mL) was treated with 5N aqueous sodium hydroxide (4.6 mL, 24 mmol, 2.6 eq) at room temperature and the reaction mixture was stirred for 15 h. The reaction mixture was then concentrated in vacuo, diluted with water and the solution was extracted with ethyl acetate, discarding the organic fraction. The aqueous fraction was cooled to 0° C. and was acidified with concentrated HCl. The resulting solid was filtered, washed with water and the solid dried in vacuo to afford the product (1.6 g, 70%), which was used without further purification. 1H NMR (DMSO-d6)

후처리

  1. concentrationThe reaction mixture was then concentrated in vacuo
  2. additiondiluted with water
  3. extractionthe solution was extracted with ethyl acetate
  4. filtrationThe resulting solid was filtered
  5. washwashed with water
  6. customthe solid dried in vacuo

출처 및 근거

ORD 기록
ord-0c946405d3464bd7b466f58b3f3cc836
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07989477B2

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