Hydroxyamine hydrochloride → (NE)-N-[(4-bromo-2,5-difluorophenyl)methylidene]hydroxylamine

HRID 516548

反応式

HRID 516548 の反応式
[Br:1][C:2]1[C:9]([F:10])=[CH:8][C:5]([CH:6]=O)=[C:4]([F:11])[CH:3]=1.Cl.[OH:13][NH2:14]>N1C=CC=CC=1.C(O)C.[Cl-].[NH4+]>[Br:1][C:2]1[C:9]([F:10])=[CH:8][C:5](/[CH:6]=[N:14]/[OH:13])=[C:4]([F:11])[CH:3]=1

参加物

6

反応物 2

HCID 443297Hydroxyamine hydrochlorideHCID 224890814-Bromo-2,5-difluorobenzaldehyde

生成物 1

HCID 90310471(NE)-N-[(4-bromo-2,5-difluorophenyl)methylidene]hydroxylamine収率 53.5%

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 1049Pyridine溶媒HCID 25517Ammonium Chloride溶媒

実験手順

A solution of 4-bromo-2,5-difluorobenzaldehyde (7.0 g, 31.67 mmol), hydroxyl amine hydrochloride (2.42 g, 34.84 mmol) in pyridine (35 mL) and ethanol (35 mL) was stirred at room temperature for 30 min. The reaction mixture was diluted with saturated ammonium chloride solution and extracted with ethyl acetate. The organic phase was washed with saturated brine solution, dried (Na2SO4), filtered, and concentrated under reduced pressure. The crude product was purified by flash chromatography (SiO2, eluting with 5-100% ethyl acetate in hexanes) to provide the title compound as a yellow solid (4.0 g, 53%): ESIMS m/z 238 [(M+2H)+].

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic phase was washed with saturated brine solution
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe crude product was purified by flash chromatography (SiO2, eluting with 5-100% ethyl acetate in hexanes)

出典と根拠

ORDレコード
ord-2b742c3ec23b4560b2f4e16afbf75d16
出典データセット
uspto-grants-2015_08
特許番号
US09113629B2

関連ノート

読み込み中…