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2,3,6-Trifluoropyridine → 3,6-Difluoro-2-methoxypyridine

HRID 1623238
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HRID 1623238 반응식
F[C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([F:9])[N:3]=1.[CH3:10][O-:11].[Na+]>CO.[Cl-].[Na+].O>[F:8][C:7]1[C:2]([O:11][CH3:10])=[N:3][C:4]([F:9])=[CH:5][CH:6]=1
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참가 물질

5

반응물 2

HCID 27832882,3,6-TrifluoropyridineHCID 10942334Sodium Methoxide

생성물 1

HCID 669368673,6-Difluoro-2-methoxypyridine수율 79%

시약·촉매·용매 2

HCID 887Methanol용매HCID 57417360Sodium chloride; water용매

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온도
65 °C

실험 절차

2,3,6-Trifluoropyridine (17.91 ml, 188 mmol) was dissolved in anhydrous MeOH (300 ml) and the resulting mixture was placed under argon. This mixture then was treated with a 25 wt % methanolic solution of sodium methoxide (43.0 ml, 188 mmol). The resulting mixture was then heated at about 65° C. for 2 hr. The reaction mixture was cooled to ambient temperature, and concentrated in vacuo to yield a residue which then was mixed with brine (200 mL), and extracted with Et2O (3×200 ml). The combined extracts were dried (Na2SO4), filtered, and concentrated in vacuo to give 21.5 g (79% yield) of crude 3,6-difluoro-2-methoxypyridine as a white solid which was carried on to the next step without purification.

후처리

  1. temperatureThe reaction mixture was cooled to ambient temperature
  2. concentrationconcentrated in vacuo
  3. customto yield a residue which
  4. extractionextracted with Et2O (3×200 ml)
  5. dry with materialThe combined extracts were dried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-56dce37ea81d47d297ee4142c5658d01
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08778951B2

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