Methyl iodide → 3-Fluoro-4-nitroanisole

HRID 18479

반응식

HRID 18479 반응식
[C:1]([O-])([O-])=O.[K+].[K+].[OH:7][C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[C:10]([F:17])[CH:9]=1.CI>C(#N)C>[CH3:1][O:7][C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[C:10]([F:17])[CH:9]=1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 5209483-Fluoro-4-nitrophenol

생성물 1

HCID 5656543-Fluoro-4-nitroanisole

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A 2 L round bottom flask equipped with a stir bar and reflux condenser was charged with acetonitrile (1 L), K2CO3 (263 g, 1.9 mol) and 4-hydroxy-2-fluoro-1-nitrobenzene (100 g, 0.64 mol). Methyl iodide (271 g, 1.9 mol) was added to the reaction mixture and heated at reflux temperatures with vigorous stirring for 5 h. The acetonitrile was removed and ethyl acetate (1 L) and H2O (700 mL) were added. The heterogeneous mixture was transferred to a separatory funnel where the aqueous phase was separated and re-extracted with ethyl acetate (2×200 mL). The organic phases were combined and washed with H2O (2×500 mL), brine (500 mL), dried over MgSO4, filtered and concentrated under reduced pressure to give the desired product as a slightly yellow solid (107 g, 98%).

후처리

  1. customA 2 L round bottom flask equipped with a stir bar
  2. temperaturereflux condenser
  3. temperatureheated
  4. temperatureat reflux temperatures
  5. customThe acetonitrile was removed
  6. additionethyl acetate (1 L) and H2O (700 mL) were added
  7. customThe heterogeneous mixture was transferred to a separatory funnel
  8. customwhere the aqueous phase was separated
  9. extractionre-extracted with ethyl acetate (2×200 mL)
  10. washwashed with H2O (2×500 mL), brine (500 mL)
  11. dry with materialdried over MgSO4
  12. filtrationfiltered
  13. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-9cfd2c4efaa3466e8bf36ec23ed7282b
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741355B2

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