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

HRID 1912261노트

반응식

HRID 1912261 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 231336465-Chloro-2-methoxy-4-methylpyridine수율 83%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.).

후처리

  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

출처 및 근거

ORD 기록
ord-517c2cbb1b00458fae8bbb206dff525b
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08609150B2

반응 노트

불러오는 중…