Dimethylcarbamoyl Chloride → 6-Ethylpyridine-2-carbonitrile

HRID 499393ノート

反応式

HRID 499393 の反応式
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N+:4]=1[O-])[CH3:2].C[Si]([C:14]#[N:15])(C)C.CN(C)C(Cl)=O>[N+](CC)([O-])=O>[C:14]([C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([CH2:1][CH3:2])[N:4]=1)#[N:15]

参加物

5

反応物 3

HCID 6598Dimethylcarbamoyl ChlorideHCID 785462-Ethylpyridine 1-oxideHCID 82115Trimethylsilyl cyanide

生成物 1

HCID 129548016-Ethylpyridine-2-carbonitrile収率 31%

試薬・触媒・溶媒 1

HCID 6587Nitroethane溶媒

実験手順

2-Ethylpyridine N-oxide (3.0 g, 24.4 mmol) was dissolved in nitroethane (30 ml), and trimethylsilyl cyanide (2.4 g, 24.0 mmol) and N,N-dimethylcarbamoyl chloride (2.4 g, 21.9 mmol) were added thereto. The reaction mixture was stirred at room temperature for 3 days, concentrated under reduced pressure, combined with saturated aqueous sodium hydrogen carbonate solution and extracted with ethyl acetate. The extract was washed with saturated brine and dried. The solvent was evaporated under reduced pressure. The residue was subjected to a silica gel column chromatography and eluted with hexane-ethyl acetate (2:1, v/v) to give the titled compound (1.0, 31%).

後処理

  1. concentrationconcentrated under reduced pressure
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with saturated brine
  4. customdried
  5. customThe solvent was evaporated under reduced pressure
  6. washeluted with hexane-ethyl acetate (2:1

出典と根拠

ORDレコード
ord-2b56ef33dea040e4ae6f062ae7715c2a
出典データセット
uspto-grants-2010_08
特許番号
US07767665B2

反応ノート

読み込み中…