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

HRID 1471240ノート

反応式

HRID 1471240 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 112644642-(Benzyloxy)-6-chloropyridine収率 93.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f03e2f09d3db47349b11affb9d07dde9
出典データセット
uspto-grants-2015_04
特許番号
US09011734B2

反応ノート

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