Tetrahydrofuran → 1-(5-Methylpyridin-3-yl)ethan-1-one

HRID 2195723노트

반응식

HRID 2195723 반응식
[CH3:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH:9]=1)C#N.[C:10]([O-:13])([O-])=O.[Na+].[Na+].[CH2:16]1COCC1>CCOCC>[CH3:1][C:2]1[CH:9]=[C:6]([C:10](=[O:13])[CH3:16])[CH:5]=[N:4][CH:3]=1

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 10340Sodium CarbonateHCID 6378385-Methylnicotinonitrile

생성물 1

HCID 5775691-(5-Methylpyridin-3-yl)ethan-1-one수율 30%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

5-Methyl-nicotinonitrile (2.08 g, 17.6 mmol) is heated at reflux in dry THF (20 mL) with MgMeBr (3 M solution in Et2O, 10 mL, 30 mmol) for 2 h. After cooling down, aq. Na2CO3 is added slowly to quench the reaction. Extractions with DCM affords the crude mixture which is purified by silica gel chromatography to yield 1-(5-methyl-pyridin-3-yl)-ethanone 18 (0.7 g, 30%). LC/MS (m/z) (M+1)+: 136.1.

후처리

  1. temperatureAfter cooling down
  2. customto quench
  3. customthe reaction
  4. extractionExtractions with DCM
  5. customaffords the crude mixture which
  6. customis purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-3512003bfe85409fb343489eb337bf82
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08338417B2

반응 노트

불러오는 중…