2(1H)-Pyridinone, 1-(2-methoxyphenyl)- → 2-(2-oxo-2H-pyridin-1-yl)-phenol

HRID 379073노트

반응식

HRID 379073 반응식
C(S)C.[Na].[O:5]=[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][N:7]1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[O:18]C>CN(C=O)C>[O:5]=[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][N:7]1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[OH:18]

참가 물질

4

반응물 2

HCID 121913892(1H)-Pyridinone, 1-(2-methoxyphenyl)-HCID 45051917HCID 45051917, 화합물

생성물 1

HCID 216970562-(2-oxo-2H-pyridin-1-yl)-phenol

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

Sodium ethanethiol (0.108 g, 1.29 mmol) was added to a solution of 2-(2-oxo-2H-pyridin-1-yl)-anisole (0.100 g, 0.497 mmol) in DMF (2 mL), and the reaction mixture was heated at 100° C. for 3 hr. The reaction mixture was partitioned between CHCl3 and saturated aqueous ammonium chloride and treated with 8N HCl (pH=1). The organic layer was separated, washed with H2O, brine, dried (Na2SO4), filtered, concentrated, and taken up in EtOAc, then extracted with 2% NaOH solution. The aqueous basic layer was acidified with 10% HCl solution, then extracted with EtOAc, the organic layer washed with brine, dried (Na2SO4), filtered, and concentrated to give the desired product.

후처리

  1. customThe reaction mixture was partitioned between CHCl3 and saturated aqueous ammonium chloride
  2. additiontreated with 8N HCl (pH=1)
  3. customThe organic layer was separated
  4. washwashed with H2O, brine
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated
  8. extractionextracted with 2% NaOH solution
  9. extractionextracted with EtOAc
  10. washthe organic layer washed with brine
  11. dry with materialdried (Na2SO4)
  12. filtrationfiltered
  13. concentrationconcentrated

출처 및 근거

ORD 기록
ord-8349e4848ee24d4e9eaa4c73a8acfd17
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06297239B1

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