Dimethylformamide → 2-Methoxy-6-methylbenzonitrile

HRID 1466070ノート

反応式

HRID 1466070 の反応式
Br[C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[O:9][CH3:10].[C:11]([Cu])#[N:12].CN(C=O)C>C(Cl)Cl>[CH3:10][O:9][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]([CH3:8])[C:2]=1[C:11]#[N:12]

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 117902332-Bromo-3-methoxytolueneHCID 178418546HCID 178418546、化合物

生成物 1

HCID 5902262-Methoxy-6-methylbenzonitrile

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
150 °C

実験手順

To a flask containing a stir bar was added 2-bromo-1-methoxy-3-methylbenzene (7.5 g, 37 mmol), CuCN (6.7 g, 75 mmol) followed by addition of DMF (60 mL); the resulting mixture was then refluxed at 150° C. overnight. When the reaction was complete, as evidenced by LC analysis, the reaction flask was taken out of the oil bath and cooled to room temperature. To the reaction mixture was then poured DCM (20 mL) and a precipitate formed immediately. The solids were filtered, re-dissolved in DCM, absorbed into silica gel and loaded into column with Hexanes:EtOAc (1:1) to afford the title product.

後処理

  1. additionTo a flask containing a stir bar
  2. temperaturecooled to room temperature
  3. filtrationThe solids were filtered
  4. dissolutionre-dissolved in DCM
  5. customabsorbed into silica gel

出典と根拠

ORDレコード
ord-e19fa2fd3d2f4c63a78c51bbbc15e8eb
出典データセット
uspto-grants-2015_04
特許番号
US08999990B2

反応ノート

読み込み中…