Dimethylformamide → 3-(Difluoromethoxy)benzaldehyde

HRID 1042629노트

반응식

HRID 1042629 반응식
[O:1]=[C:2]1[CH:7]=[C:6]([CH:8]=[O:9])[CH:5]=[CH:4]N1.Cl[C:11]([F:16])([F:15])C([O-])=O.[Na+].[CH3:18]N(C=O)C>C(#N)C.C(OCC)(=O)C>[F:15][CH:11]([F:16])[O:1][C:2]1[CH:7]=[C:6]([CH:5]=[CH:4][CH:18]=1)[CH:8]=[O:9]

참가 물질

6

반응물 3

HCID 6228DimethylformamideHCID 15126692-Hydroxy-4-pyridinecarboxaldehydeHCID 2734985Sodium chlorodifluoroacetate

생성물 1

HCID 27369853-(Difluoromethoxy)benzaldehyde

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8857Ethyl Acetate용매

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온도
100 °C

실험 절차

To a solution of 2-oxo-1,2-dihydropyridine-4-carbaldehyde (1.72 g, 11.3 mmol) in 25 mL of acetonitrile was added sodium chlorodifluoroacetate (0.925 g, 7.51 mmol). The reaction was heated to reflux under an atmosphere of nitrogen for 15 h, and then DMF (3 mL) was added. The mixture was heated to 100° C. for 3 d, cooled to rt, and diluted with ethyl acetate. The organic solution was washed with brine, dried over sodium sulfate, filtered, and concentrated in vacuo to provide 3-(difluoromethoxy)benzaldehyde.

후처리

  1. temperatureThe reaction was heated
  2. temperatureto reflux under an atmosphere of nitrogen for 15 h
  3. temperaturecooled to rt
  4. washThe organic solution was washed with brine
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-de68ac8e0ea145089587f8be7584033d
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08557992B2

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