Dimethylformamide → 2-Methoxy-6-methylbenzonitrile

HRID 1466070노트

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HRID 1466070 반응식
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]

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 117902332-Bromo-3-methoxytolueneHCID 178418546HCID 178418546, 화합물

생성물 1

HCID 5902262-Methoxy-6-methylbenzonitrile

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
150 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e19fa2fd3d2f4c63a78c51bbbc15e8eb
출처 데이터셋
uspto-grants-2015_04
특허 번호
US08999990B2

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