4-Acetylpyridine → Ethanone, 1-(4-pyridinyl)-, oxime

HRID 1995065ノート

反応式

HRID 1995065 の反応式
Cl.[NH2:2][OH:3].C[O-].[Na+].[C:7]([C:10]1[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=1)(=O)[CH3:8]>CO>[C:7](=[N:2][OH:3])([C:10]1[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=1)[CH3:8]

参加物

5

反応物 3

HCID 142824-AcetylpyridineHCID 443297Hydroxyamine hydrochlorideHCID 10942334Sodium Methoxide

生成物 1

HCID 247997Ethanone, 1-(4-pyridinyl)-, oxime収率 61.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

To a solution of 7.64 g. (110 mmole) of hydroxylamine hydrochloride in 150 ml. of methyl alcohol were added 5.94 g. (110 mmole) of sodium methylate and the mixture was stirred at room temperature for 10 minutes. A solution of 12.11 g. (110 mmoles) of 4-acetylpyridine in 50 ml. of methyl alcohol was added dropwise over 3 minutes and the reaction mixture was stirred at room temperature for 3 hours and at the reflux temperature for 2.5 hours. After the mixture had cooled, the precipitate of sodium chloride was separated by filtration and the filtrate was concentrated by evaporation to one-half of the original volume. The concentrate was diluted with 50 ml. of water and the solution concentrated to a volume of about 100 ml. This concentrate was chilled in an ice bath for 30 minutes and the precipitate of the oxime was separated by filtration in the cold. There were obtained 8.38 g. (61.5% yield) of 4-acetylpyridine oxime.

後処理

  1. temperatureAfter the mixture had cooled
  2. customthe precipitate of sodium chloride was separated by filtration
  3. concentrationthe filtrate was concentrated by evaporation to one-half of the original volume
  4. additionThe concentrate was diluted with 50 ml
  5. concentrationof water and the solution concentrated to a volume of about 100 ml
  6. temperatureThis concentrate was chilled in an ice bath for 30 minutes
  7. customthe precipitate of the oxime was separated by filtration in the cold
  8. customThere were obtained 8.38 g

出典と根拠

ORDレコード
ord-74e4c1bfb8224690af2002e6a0b81858
出典データセット
uspto-grants-1983_09
特許番号
US04402955

反応ノート

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