Acetyl chloride → 4-Phenyl-2-pyridinecarbonitrile

HRID 556390

反応式

HRID 556390 の反応式
[C:1]1([C:7]2[CH:12]=[CH:11][N+:10]([O-])=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C[Si]([C:18]#[N:19])(C)C.C(Cl)(=O)C.C([O-])([O-])=O.[Na+].[Na+]>C(Cl)Cl>[C:1]1([C:7]2[CH:12]=[CH:11][N:10]=[C:9]([C:18]#[N:19])[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

6

反応物 4

HCID 6367Acetyl chlorideHCID 10340Sodium CarbonateHCID 708034-Phenylpyridine-1-oxideHCID 82115Trimethylsilyl cyanide

生成物 1

HCID 877584-Phenyl-2-pyridinecarbonitrile

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 4-phenylpyridine N-oxide (5 g) in DCM (50 mL) was added at RT trimethylsilylcyanide (11 mL), followed by acetyl chloride (3.1 mL) over 10 min. The reaction mixture was stirred overnight at RT. A solution of aq. 10% Na2CO3 was added and the mixture was extracted with EA. The combined org. phases were washed with brine, dried (Na2SO4) and evaporated off. Filtration over a plug of silica gel (Hept/EA 1/1) gave the desired compound (450 mg).

後処理

  1. extractionthe mixture was extracted with EA
  2. washphases were washed with brine
  3. dry with materialdried (Na2SO4)
  4. customevaporated off
  5. filtrationFiltration over a plug of silica gel (Hept/EA 1/1)

出典と根拠

ORDレコード
ord-9c430b76a63140548e31507170d80bec
出典データセット
uspto-grants-2011_11
特許番号
US08058263B2

関連ノート

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