Dimethyl Sulfate → 3-Methoxy-2-phenylacrylonitrile

HRID 1775601

반응식

HRID 1775601 반응식
[OH:1][CH:2]=[C:3]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:4]#[N:5].[H-].[Na+].S(OC)(O[CH3:18])(=O)=O>C1COCC1>[CH3:18][O:1][CH:2]=[C:3]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:4]#[N:5]

참가 물질

5

반응물 3

HCID 6497Dimethyl SulfateHCID 24758Sodium hydrideHCID 907593-Hydroxy-2-phenylacrylonitrile

생성물 1

HCID 545703493-Methoxy-2-phenylacrylonitrile

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

3-Hydroxy-2-phenylacrylonitrile (12.3 g, 84.7 mmol) was dissolved in dry THF (100 ml) in a reaction vessel, and then NaH (4.1 g, 169.4 mmol) was slowly added thereto. The mixture was stirred at room temperature for 2 hr. Thereafter, dimethyl sulfate (13.7 ml, 144.0 mmol) was added, followed by stirring at 40° C. for 12 hr. After completion of the reaction, the reaction mixture was washed with distilled water and concentrated under reduced pressure. The concentrate was diluted with EtOAc and extracted with EtOAc together with distilled water. The organic layer was dried over anhydrous MgSO4 and filtered. The filtrate was concentrated under reduced pressure to give 17.9 g (112.5 mmol, quant.) of the title compound.

후처리

  1. stirringby stirring at 40° C. for 12 hr
  2. customAfter completion of the reaction
  3. washthe reaction mixture was washed with distilled water
  4. concentrationconcentrated under reduced pressure
  5. additionThe concentrate was diluted with EtOAc
  6. extractionextracted with EtOAc together with distilled water
  7. dry with materialThe organic layer was dried over anhydrous MgSO4
  8. filtrationfiltered
  9. concentrationThe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-4e918329aedb4a6db664e41000b0f177
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09260448B2

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