Ethanol → 2-(4-bromopyridin-2-yl)-1-(4-fluorophenyl)ethanone Oxime

HRID 1190857ノート

反応式

HRID 1190857 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH2:8][C:9]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)=O)[CH:3]=1.C(O)C.N1C=CC=CC=1.Cl.[NH2:28][OH:29]>O.C(OCC)(=O)C>[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH2:8][C:9]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)=[N:28][OH:29])[CH:3]=1

参加物

7

反応物 4

HCID 702EthanolHCID 1049PyridineHCID 443297Hydroxyamine hydrochlorideHCID 672466172-(4-Bromopyridin-2-yl)-1-(4-fluorophenyl)ethanone

生成物 1

HCID 866713742-(4-bromopyridin-2-yl)-1-(4-fluorophenyl)ethanone Oxime収率 104.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

7.5 g (24.26 mmol) of 2-(4-bromopyridin-2-yl)-1-(4-fluorophenyl)ethanone are placed in a round-bottomed flask containing 100 mL of absolute ethanol. 20 mL (247.78 mmol) of pyridine and 7.08 g (101.88 mmol) of hydroxylamine monohydrochloride are added, and the medium is then stirred for 3 hours at room temperature. The ethanol is then evaporated off under vacuum and the residue obtained is taken up in 250 mL of water and 250 mL of ethyl acetate. The organic phase is separated out and the aqueous phase is then extracted 5 times with 150 mL of ethyl acetate. The organic phases are then combined, dried over sodium sulfate and concentrated under vacuum. 7.82 g of compound are obtained.

後処理

  1. customThe ethanol is then evaporated off under vacuum
  2. customthe residue obtained
  3. customThe organic phase is separated out
  4. extractionthe aqueous phase is then extracted 5 times with 150 mL of ethyl acetate
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-a19f904a0d514eb9b75f3363a468b31c
出典データセット
uspto-grants-2014_03
特許番号
US08680096B2

反応ノート

読み込み中…