Ammonium Chloride → (2,6-Difluoropyridin-4-yl)methanol

HRID 426300노트

반응식

HRID 426300 반응식
C([O:9][CH2:10][C:11]1[CH:16]=[C:15]([F:17])[N:14]=[C:13]([F:18])[CH:12]=1)(=O)C1C=CC=CC=1.C[O-].[Na+].[Cl-].[NH4+]>CO>[F:18][C:13]1[CH:12]=[C:11]([CH2:10][OH:9])[CH:16]=[C:15]([F:17])[N:14]=1

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 10942334Sodium MethoxideHCID 59184643(2,6-Difluoropyridin-4-yl)methyl benzoate

생성물 1

HCID 59184676(2,6-Difluoropyridin-4-yl)methanol수율 98.4%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a stirred solution of (2,6-difluoropyridin-4-yl)methyl benzoate (10.29 g, 41.325 mmol) in anhydrous methanol (80 mL) at room temperature, was added sodium methoxide (2.23 g, 41.325 mmol). After stirring for 20 min., excess ammonium chloride was added to the reaction mixture and stirring was continued for 30 min. The mixture was then evaporated in vacuo and the residue was dissolved in methanol-MC (1:9), filtered, and the filtrate was evaporated in vacuo to give a crude product. The crude product was purified by silica gel column chromatography (eluent, EA:hexane (1:2 to 2:1)) to afford 5.9 g (98%) of (2,6-difluoropyridin-4-yl)methanol as a white solid. m.p. 66-67° C. 1H NMR (200 MHz, CDCl3) δ 2.19 (1H, t, J=5.8 Hz), 4.81 (2H, d, J=5.8 Hz), 6.84 (2H, s).

후처리

  1. stirringstirring
  2. waitwas continued for 30 min
  3. customThe mixture was then evaporated in vacuo
  4. dissolutionthe residue was dissolved in methanol-MC (1:9)
  5. filtrationfiltered
  6. customthe filtrate was evaporated in vacuo
  7. customto give a crude product
  8. customThe crude product was purified by silica gel column chromatography (eluent, EA:hexane (1:2 to 2:1))

출처 및 근거

ORD 기록
ord-8a7aa6e4bb15441f82864dac349c7033
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08106064B2

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