Dimethylformamide → 3-(Difluoromethoxy)benzaldehyde

HRID 1042629ノート

反応式

HRID 1042629 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

HCID 27369853-(Difluoromethoxy)benzaldehyde

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
100 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-de68ac8e0ea145089587f8be7584033d
出典データセット
uspto-grants-2013_10
特許番号
US08557992B2

反応ノート

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