Dimethylformamide → 5-Chloro-2-methoxy-4-methylpyridine

HRID 242420ノート

反応式

HRID 242420 の反応式
[Cl:1]N1C(=O)CCC1=O.CN(C)C=O.[CH3:14][O:15][C:16]1[CH:21]=[C:20]([CH3:22])[CH:19]=[CH:18][N:17]=1>O>[Cl:1][C:19]1[C:20]([CH3:22])=[CH:21][C:16]([O:15][CH3:14])=[N:17][CH:18]=1

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 31398ChlorosuccinimideHCID 142234722-Methoxy-4-methylpyridine

生成物 1

HCID 231336465-Chloro-2-methoxy-4-methylpyridine収率 83%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

9.2 g (69 mmol) of N-chlorosuccinimide was charged to a N,N-dimethylformamide (DMF) 15 ml solution of 8.0 g (65 mmol) of 2-methoxy-4-methylpyridine, followed by stirring for 18 hours. Water was added to the reaction solution, and the aqueous layer was extracted with diethyl ether. The organic layer was washed with a saturated sodium chloride solution, dried over anhydrous sodium sulfate and subjected to filtration, and the solvent was distilled off under reduced pressure. The crude product was purified by silica gel column chromatography to obtain 8.5 g (yield: 82%) of 5-chloro-2-methoxy-4-methylpyridine (melting point 32 to 33° C.).

後処理

  1. extractionthe aqueous layer was extracted with diethyl ether
  2. washThe organic layer was washed with a saturated sodium chloride solution
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationsubjected to filtration
  5. distillationthe solvent was distilled off under reduced pressure
  6. customThe crude product was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-0b942514b9b04f9baed756783801880e
出典データセット
uspto-grants-2014_02
特許番号
US08653113B2

反応ノート

読み込み中…