Dimethylformamide → (4-(Pyridin-2-yloxymethyl)-phenyl)-methanol

HRID 557259

반응식

HRID 557259 반응식
[C:1]1([CH2:9][OH:10])[CH:6]=[CH:5][C:4]([CH2:7][OH:8])=[CH:3][CH:2]=1.F[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1.CN(C)C=O.[H-].[Na+]>O>[N:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[O:8][CH2:7][C:4]1[CH:5]=[CH:6][C:1]([CH2:9][OH:10])=[CH:2][CH:3]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 97462-FluoropyridineHCID 115061,4-BenzenedimethanolHCID 24758Sodium hydride

생성물 1

HCID 59255473(4-(Pyridin-2-yloxymethyl)-phenyl)-methanol수율 67.9%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
70 °C

실험 절차

To a mixture of 1,4-benzenedimethanol (5.5 g, 40 mmol), 2-fluoropyridine (1.3 g, 13 mmol), and N,N-dimethyl formamide (15 mL) was added sodium hydride (1.4 g, 40 mmol, 66% in oil) at 0° C, which was stirred at room temperature for 20 minutes and at 70° C for one hour. To the reaction mixture was added water, and extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride water, and the solvent thereof was evaporated under a reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate:heptane=1:1) to obtain the title compound (1.9 g).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated sodium chloride water
  3. customthe solvent thereof was evaporated under a reduced pressure
  4. customThe residue was purified by NH silica gel column chromatography (ethyl acetate:heptane=1:1)

출처 및 근거

ORD 기록
ord-e656e60029c0476ab312e1135b11d455
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08058444B2

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