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Sodium Cyanide → (2-Methoxy-5-nitrophenyl)acetonitrile

HRID 491618
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HRID 491618 반응식
Br[CH2:2][C:3]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:4]=1[O:12][CH3:13].[C-:14]#[N:15].[Na+]>CCO>[CH3:13][O:12][C:4]1[CH:5]=[CH:6][C:7]([N+:9]([O-:11])=[O:10])=[CH:8][C:3]=1[CH2:2][C:14]#[N:15]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 8929Sodium CyanideHCID 775162-(Bromomethyl)-1-methoxy-4-nitrobenzene

생성물 1

HCID 12701835(2-Methoxy-5-nitrophenyl)acetonitrile

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

2-Bromomethyl-1-methoxy-4-nitro-benzene (25 g) was dissolved in warm EtOH (45 mL) and stirred while slowly adding a solution of NaCN (6.0 g in 12 mL H2O) at 70° C. After the addition was complete, the reaction was stirred at 70° C. for 90 min. The inorganic solid, which separated on cooling, was collected and washed well with CH3CN. The CH3CN filtrate was filtered again giving further inorganic solid, and again washed with CH3CN. The final CH3CN filtrate was evaporated giving a red-brown solid. This solid was triturated with CH2Cl2 until the washings were colorless. Evaporation of the CH2Cl2 filtrate gave (2-methoxy-5-nitrophenyl)-acetonitrile as a red-brown solid, which was used without further purification.

후처리

  1. additionAfter the addition
  2. stirringthe reaction was stirred at 70° C. for 90 min
  3. customThe inorganic solid, which separated
  4. temperatureon cooling
  5. customwas collected
  6. washwashed well with CH3CN
  7. filtrationThe CH3CN filtrate was filtered again
  8. customgiving further inorganic solid
  9. washagain washed with CH3CN
  10. customThe final CH3CN filtrate was evaporated
  11. customgiving a red-brown solid
  12. customThis solid was triturated with CH2Cl2 until the washings
  13. customEvaporation of the CH2Cl2 filtrate

출처 및 근거

ORD 기록
ord-acb42055b0764a11bb7173768e43e66b
출처 데이터셋
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07531553B2

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