Nitric Acid → HCID 118046196, 화합물

HRID 1772892노트

반응식

HRID 1772892 반응식
[CH3:1][O:2][C:3]1[C:8]([NH:9][C:10](=[O:12])[CH3:11])=[CH:7][CH:6]=[CH:5][N:4]=1.[N+:13]([O-])([OH:15])=[O:14]>FC(F)(F)C(OC(=O)C(F)(F)F)=O>[CH3:1][O:2][C:3]1[C:8]([NH:9][C:10](=[O:12])[CH3:11])=[CH:7][C:6]([N+:13]([O-:15])=[O:14])=[CH:5][N:4]=1

참가 물질

4

반응물 2

HCID 944Nitric AcidHCID 59218646N-(2-Methoxypyridin-3-yl)acetamide

생성물 1

HCID 118046196HCID 118046196, 화합물수율 72.2%

시약·촉매·용매 1

HCID 9845Trifluoroacetic anhydride용매2회

실험 절차

To a stirred solution of N-(2-methoxypyridin-3-yl)acetamide (23 g, 139 mmol) in trifluoroacetic anhydride (TFAA) (90 mL) was added a solution of HNO3 (5.84 mL, 139 mmol) in TFAA (140 mL) dropwise at rt. The reaction was stirred for 1.5 h at rt before being poured into an ice bath with stirring. The precipitated solid was filtered and washed with Et2O (50 mL), then dissolved in EtOAc (1 L) and washed with saturated aqueous NaHCO3 (100 mL) and brine (100 mL). The phases were separated and the organic phase dried (MgSO4), and concentrated in vacuo to yield the title compound as a light yellow solid (21.2 g, 100.4 mmol).

후처리

  1. additionbefore being poured into an ice bath
  2. stirringwith stirring
  3. filtrationThe precipitated solid was filtered
  4. washwashed with Et2O (50 mL)
  5. dissolutiondissolved in EtOAc (1 L)
  6. washwashed with saturated aqueous NaHCO3 (100 mL) and brine (100 mL)
  7. customThe phases were separated
  8. dry with materialthe organic phase dried (MgSO4)
  9. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-c6b2550a4532481dbac0a5c968711399
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09249160B2

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