Sodium Carbonate → 5-Bromo-2-fluoro-3-pyridinecarboxaldehyde oxime

HRID 55858

反応式

HRID 55858 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:9]=O)[C:5]([F:8])=[N:6][CH:7]=1.Cl.[NH2:12][OH:13].C(=O)([O-])[O-].[Na+].[Na+]>CO.O>[Br:1][C:2]1[CH:3]=[C:4]([CH:9]=[N:12][OH:13])[C:5]([F:8])=[N:6][CH:7]=1

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 454801925-Bromo-2-fluoro-3-pyridinecarboxaldehyde

生成物 1

HCID 1317368795-Bromo-2-fluoro-3-pyridinecarboxaldehyde oxime収率 97.8%

試薬・触媒・溶媒 1

HCID 22242641Methanol--water (1/1)溶媒

実験手順

To a solution of 5-bromo-2-fluoro-pyridine-3-carbaldehyde (2) (20.0 g, 98.0 mmol) in 1:1 MeOH—H2O (250 mL) was added hydroxylamine hydrochloride (7.52 g, 108 mmol) and sodium carbonate (11.4 g, 108 mmol). The reaction mixture was stirred at rt for 1 hour. The solvent was evaporated in vacuo and the residue diluted with H2O (200 mL) and EtOAc (200 mL). The organic phase was separated, dried (Na2SO4), filtered and the solvent evaporated in vacuo. The product was obtained as a light pink solid (21.0 g, 93%); Rf: 0.4 (10% EtOAc-pet ether).

後処理

  1. customThe solvent was evaporated in vacuo
  2. additionthe residue diluted with H2O (200 mL) and EtOAc (200 mL)
  3. customThe organic phase was separated
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. customthe solvent evaporated in vacuo

出典と根拠

ORDレコード
ord-e1b82a2e6c5043789b778fa207d56113
出典データセット
uspto-grants-2016_09
特許番号
US09433622B2

関連ノート

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