Benzyl Chloride → 2-(Benzyloxy)-6-chloropyridine

HRID 909848

반응식

HRID 909848 반응식
[Cl:1][C:2]1[N:7]=[C:6]([OH:8])[CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:15](Cl)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>CN(C)C=O>[CH2:15]([O:8][C:6]1[CH:5]=[CH:4][CH:3]=[C:2]([Cl:1])[N:7]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

참가 물질

5

반응물 3

HCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 1785160256-chloropyridin-2-ol

생성물 1

HCID 112644642-(Benzyloxy)-6-chloropyridine수율 93.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a flask were added 5.0 g 6-chloro-2-hydroxypyridine, 5.3 g potassium carbonate and 75 ml N,N-dimethylformamide. After cooling to 5 C under nitrogen, 5.9 g of benzyl chloride were added drop wise and the reaction mixture was warmed to 60 C for 3 hours. After cooling to 10 C, the reaction mixture was quenched with 75 ml of water and the product was extracted with ethyl acetate and washed with water. Following solvent removal, the product was purified by silica gel chromatography using 5% ethyl acetate in hexane to give a clear colorless oil 7.9 g.

후처리

  1. temperatureAfter cooling to 5 C under nitrogen
  2. temperaturethe reaction mixture was warmed to 60 C for 3 hours
  3. temperatureAfter cooling to 10 C
  4. customthe reaction mixture was quenched with 75 ml of water
  5. extractionthe product was extracted with ethyl acetate
  6. washwashed with water
  7. customFollowing solvent removal
  8. customthe product was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-493e4218ce3d47c08b957f6d0864a439
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08018639B2

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