Triethylamine → HCID 58243728、化合物

HRID 389084ノート

反応式

HRID 389084 の反応式
C1C=CC2N(O)[N:8]=[N:7]C=2C=1.[F:11][C:12]1[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:13]=1[O:14][C:15]([CH3:20])([CH3:19])[C:16](O)=[O:17].O.NN.C(N(CC)CC)C>C(#N)C>[F:11][C:12]1[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:13]=1[O:14][C:15]([CH3:20])([CH3:19])[C:16]([NH:7][NH2:8])=[O:17]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 24654Hydrazine hydrate (1:1)HCID 757711-HydroxybenzotriazoleHCID 15318012-(2,4-Difluorophenoxy)-2-methylpropanoic acid

生成物 1

HCID 58243728HCID 58243728、化合物収率 69.8%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

実験手順

HOBt (1.76 g) and WSC•monohydrochloride (2.49 g) were added to a solution of 2-(2,4-difluorophenoxy)-2-methylpropanoic acid (2.34 g) in acetonitrile (27 ml), followed by stirring at room temperature for one hour. This solution was added dropwise to a solution of hydrazine monohydrate (3.25 g) and triethylamine (3.0 ml) in acetonitrile (20 ml) under ice cooling, followed by stirring at room temperature for 2 hours, the reaction solution was concentrated under reduced pressure, and saturated aqueous sodium bicarbonate was added thereto, followed by extraction with chloroform. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:methanol=98:2) to obtain 2-(2,4-difluorophenoxy)-2-methylpropanohydrazide (1.74 g).

後処理

  1. stirringby stirring at room temperature for 2 hours
  2. concentrationthe reaction solution was concentrated under reduced pressure, and saturated aqueous sodium bicarbonate
  3. additionwas added
  4. extractionfollowed by extraction with chloroform
  5. washThe organic layer was washed with saturated brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customthe solvent was evaporated under reduced pressure
  8. customThe residue was purified by silica gel column chromatography (chloroform:methanol=98:2)

出典と根拠

ORDレコード
ord-d3ff1945a2d1415581c0edf84f74c947
出典データセット
uspto-grants-2013_02
特許番号
US08377923B2

反応ノート

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