Dimethylcarbamoyl Chloride → 4-Phenyl-2-pyridinecarbonitrile

HRID 418047

反応式

HRID 418047 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.[Si]([C:18]#[N:19])(C)(C)C.CN(C)C(Cl)=O.C([O-])([O-])=O.[K+].[K+]>C(Cl)Cl>[C:18]([C:11]1[CH:12]=[C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:8]=[CH:9][N:10]=1)#[N:19]

参加物

6

反応物 4

HCID 6598Dimethylcarbamoyl ChlorideHCID 11430Potassium 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 TMSCN (4 ml), and the solution was stirred for 5 min at RT. Then, dimethylcarbamoyl chloride (2.8 ml) was added at RT, and the resulting solution was stirred at RT for 48 h. To the reaction mixture was added a solution of aq. 10% K2CO3 (50 ml) and stirring was continued for 10 min. The phases were separated and the aq. layer extracted twice with DCM. The combined org. phases were dried over MgSO4 and evaporated off. Filtration over a plug of SiO2 (Hept/EA 8:2) gave 4.98 g of the desired compound.

後処理

  1. stirringthe resulting solution was stirred at RT for 48 h
  2. stirringstirring
  3. waitwas continued for 10 min
  4. customThe phases were separated
  5. extractionthe aq. layer extracted twice with DCM
  6. dry with materialphases were dried over MgSO4
  7. customevaporated off
  8. filtrationFiltration over a plug of SiO2 (Hept/EA 8:2)

出典と根拠

ORDレコード
ord-b8a1245b0b204da9807d4f64155c6433
出典データセット
uspto-grants-2012_01
特許番号
US08093250B2

関連ノート

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