N-bromobutanimide → 3-Bromo-2-fluoro-6-(neopentyloxy)pyridine

HRID 455696

反応式

HRID 455696 の反応式
[Br:1]N1C(=O)CCC1=O.[F:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH2:17][C:18]([CH3:21])([CH3:20])[CH3:19])[N:11]=1>C(#N)C>[Br:1][C:15]1[C:10]([F:9])=[N:11][C:12]([O:16][CH2:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[CH:13][CH:14]=1

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 574756582-Fluoro-6-(neopentyloxy)pyridine

生成物 1

HCID 574756593-Bromo-2-fluoro-6-(neopentyloxy)pyridine収率 51.8%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
70 °C

実験手順

N-bromosuccinimide (8.29 g, 46.6 mmol) was added to a solution of 2-fluoro-6-(neopentyloxy)pyridine (7.11 g, 38.8 mmol) in acetonitrile (80 mL) at rt. The reaction mixture was heated to 70° C. overnight. The reaction mixture was cooled to rt and the solvent was removed under reduced pressure. The residue was dissolved in DCM and washed with water. The organic layer was separated, dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by flash chromatography (100% hexanes) to obtain 3-bromo-2-fluoro-6-(neopentyloxy)pyridine (5.27 g, 20.11 mmol) as a white solid.

後処理

  1. temperatureThe reaction mixture was cooled to rt
  2. customthe solvent was removed under reduced pressure
  3. dissolutionThe residue was dissolved in DCM
  4. washwashed with water
  5. customThe organic layer was separated
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was purified by flash chromatography (100% hexanes)

出典と根拠

ORDレコード
ord-4d5c88843d5f4cb193de66352cd81375
出典データセット
uspto-grants-2013_07
特許番号
US08497264B2

関連ノート

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